Tag: M.W=200-300

Related Products of 53075-09-5, Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. 53075-09-5, Name is N,N,N-Trimethyladamantan-1-aminium hydroxide, SMILES is C[N+](C)(C)C12CC3CC(C2)CC(C3)C1.[OH-], belongs to amides-buliding-blocks compound. In a article, author is Hande, Akshay Ekanath, introduce new discover of the category.

The increasing emergence of multi-drug resistant bacteria is a serious threat to public health worldwide. Antimicrobial peptides have attracted attention as potential antibiotics since they are present in all multicellular organisms and act as a first line of defence against invading pathogens. We have previously identified a small all-D antimicrobial octapeptide amide kk(1-nal)fk(1-nal)k(nle)-NH2 (D2D) with promising antimicrobial activity. In this work, we have performed a structure-activity relationship study of D2D based on 36 analogues aimed at discovering which elements are important for antimicrobial activity and toxicity. These modifications include an alanine scan, probing variation of hydrophobicity at lys(5) and lys(7), manipulation of amphipathicity, N-and C-termini deletions and lys-arg substitutions. We found that the hydrophobic residues in position 3 (1-nal), 4 (phe), 6 (1-nal) and 8 (nle) are important for antimicrobial activity and to a lesser extent cationic lysine residues in position 1, 2, 5 and 7. Our best analogue 5, showed MICs of 4 mu g/mL against A. baumannii, E. coli, P. aeruginosa and S. aureus with a hemolytic activity of 47% against red blood cells. Furthermore, compound 5 kills bacteria in a concentration-dependent manner as shown by time-kill kinetics. Circular dichroism (CD) spectra of D2D and compounds 1-8 showed that they likely fold into alpha-helical secondary structure. Small angle x-ray scattering (SAXS) experiments showed that a random unstructured polymer-like chains model could explain D2D and compounds 1, 3, 4, 6 and 8. Solution structure of compound 5 can be described with a nanotube structure model, compound 7 can be described with a filament-like structure model, while compound 2 can be described with both models. Lipid interaction probed by small angle X-ray scattering (SAXS) showed that a higher amount of compound 5 (similar to 50-60%) inserts into the bilayer compared to D2D (similar to 30-50%). D2D still remains the lead compound, however compound 5 is an interesting antimicrobial peptide for further investigations due to its nanotube structure and minor improvement to antimicrobial activity compared to D2D.

Related Products of 53075-09-5, Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. I hope my blog about 53075-09-5 is helpful to your research.

Reference:
Amide – Wikipedia,
,Amide – an overview | ScienceDirect Topics

Related Products of 16313-66-9, A common heterocyclic compound, 16313-66-9, name is 2-Amino-5-bromobenzamide, molecular formula is C7H7BrN2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 34. Preparation of 2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)-6-((4-methyIpiperazin-1-yl)methyl)quinazolin-4(3H)-one [0274] To a solution of 4-(2-(tert-butyldimethylsilyloxy)ethoxy)-3,5- dimethylbenzaldehyde (7.5 g, 24.4 mmol) in DMA (50 mL) was added 2-amino-5-bromobenzamide (5.2 g, 24.4 mmol), NaHSO3 (3.9 g, 36.5 mmol) and p-TsOH (0.46 g, 2.4 mmol), and the reaction was heated at 1600C. After 1 hour, the resulting mixture was cooled to room temperature, diluted with water, and filtered to afford 6-bromo-2-(4-(2-(tert-butyldimethylsilyloxy)ethoxy)-3,5-dimethylphenyl)quinazolin-4(3H)-one (6.7 g, 55%) as a white solid (6.7 g, 55%).[0275] A mixture of 6-bromo-2-(4-(2-(tert-butyldimethylsilyloxy)ethoxy)-3,5-dimethylphenyl)quinazolin-4(3H)-one (5.0 g, 9.9 mmol), vinyltributyltin (4.3 mL, 14.9 mmol) and PdCI2(PPh3)2 (0.70 g, 1.0 mmol) in CH3CN (150 mL) was stirred at reflux overnight. Then, additional PdCI2(PPh3)2 (0.10 g, 0.14 mmol) and vinyltributyltin (2.0 mL, 6.8 mmol) were added and the reaction continued to reflux overnight. The resulting mixture was cooled to room temperature, filtered through celite, and the filtrate concentrated. The residue was purified by flash chromatography (silica, eluting with 98:2 CH2CI2/Me0H) to afford 2-(4-(2-(tert-butyldimethylsilyloxy)ethoxy)-3,5-dimethylphenyl)-6-vinylquinazolin-4(3H)-one (2.0 g, 45%).[0276] To a solution of 2-(4-(2-(tert-butyldimethylsilyloxy)ethoxy)-3,5-dimethylphenyl)-6-vinylquinazolin-4(3H)-one (0.63 g, 1.4 mmol) in THF (50 mL) and H2O (5 mL) was added NaIO4 (0.90 g, 4.2 mmol) and OsO4 (0.11 mL, 0.014 mmol), and the reaction was stirred overnight at room temperature. Then, the mixture was concentrated in vacuo and the residue was purified by flash chromatography (silica gel, eluting with 98:2 to 95:5 CH2CI2/MeOH) to afford 2-(4-(2-(tert-butyldimethylsilyloxy)ethoxy)-3,5-dimethylphenyl)-4-oxo-3,4-dihydroquinazoline-6-carbaldehyde (0.52 g, 82%). [0277] A solution of 2-(4-(2-(tert-butyldimethylsilyloxy)ethoxy)-3,5-dimethylphenyl)-4-oxo-3,4-dihydroquinazoline-6-carbaldehyde (0.11 g, 0.24 mmol) in DCE/CH2CI2 (1 :1 , 15 ml_) was treated with 1-methylpiperazine (0.05 ml_, 0.48 mmol) and NaBH(OAc)3 (0.103 g, 0.48 mmol) and the reaction mixture was stirred at room temperature overnight. Then, the mixture was concentrated in vacuo and the residue was purified by flash chromatography (silica gel, eluting with 60% of 92:7:1 CHCI3/MeOH/concentrated NH4OH in CH2CI2) to afford 2-(4- (2-(tert-butyldimethylsilyloxy)ethoxy)-3,5-dimethylphenyl)-6-((4-methylpiperazin-1-yl)methyl)quinazolin-4(3H)-one (0.14 g, 98%).[0278] A solution of 2-(4-(2-(terf-butyldimethylsilyloxy)ethoxy)-3,5- dimethylphenyl)-6-((4-methylpiperazin-1-yl)methyl)quinazolin-4(3H)-one (0.087 g, 0.16 mmol) in a 1 M TBAF/THF solution (1.3 mL, 1.3 mmol) was stirred for 2 hours at room temperature. Then, the resulting mixture was concentrated in vacuo and purified by flash chromatography (silica gel, eluting with 70% of 92:7:1 CHCI3/MeOH/concentrated NH4OH in CH2CI2) to afford the title compound (0.070 g, 100%): 1H NMR (300 MHz, DMSO-d6): delta 12.31 (s, 1H), 8.02 (s, 1 H), 7.89 (S, 2H), 7.56-7.79 (m, 2H), 4.92 (t, J = 5.3 Hz, 1 H), 3.77-3.93 (m, 2H), 3.64- 3.75 (m, 2H), 3.58 (s, 2H)1 2.21-2.45 (m, 14H), 2.15 (s, 3H). APCI MS m/z 423

The synthetic route of 16313-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RESVERLOGIX CORP.; HANSEN, Henrik, C.; WAGNER, Gregory, S.; ATTWELL, Sarah, C.; MCLURE, Kevin, G.; KULIKOWSKI, Ewelina, B.; WO2010/123975; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 18437-67-7, name is tert-Butyl m-tolylcarbamate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 18437-67-7, category: amides-buliding-blocks

General procedure: To a mixture of tert-butyloxycarbamates (8.0 mmol), K3PO4 (16 mmol), CuSO4*5H2O (0.8 mmol), and 1,10-phenanthroline (1.6 mmol) in a reaction vial was added a solution of bromoalkyne (8.8 mmol) in toluene (15 mL).The reaction mixture was capped and heatedin an oil bath at 85 C for 18 h while being monitored with TLC analysis. Upon completion, the reaction mixture was cooled to room temperature and diluted with EtOAc and filtered through Celite, and the filtrate was concentrated in vacuum. The crude products were purified by silica gel flash chromatography on a silica gel column with petroleum ether (PE) and ethylacetate (EA) as eluent to afford directing products.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Huang, Hai; Tang, Luning; Xi, Yang; He, Guangke; Zhu, Hongjun; Tetrahedron Letters; vol. 57; 17; (2016); p. 1873 – 1876;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 304460-78-4,Some common heterocyclic compound, 304460-78-4, name is N-[1-(Hydroxymethyl)propyl]-4-methylbenzenesulfonamide, molecular formula is C11H17NO3S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A mixture of alcohol 6 (1 mmol), N,Se acetal 5 (1.4 mmol) and activated 3-A molecular sieves (0.40 g) in dry dichloromethane (16 mL) was stirred for 0.5 h under argon atmosphere at room temperature. Solid N-iodosuccinimide (1.4 mmol) was added and then the mixture cooled to -15 C. After the addition of TMSOTf (12 muL, 0.07 mmol) the reaction mixture was stirred and monitored by TLC. Reaction times ranged from 1 to 2 h. The brown colored reaction mixture was then filtered through a celite path and the filtrate washed with 20 mL of 10% aqueous sodium thiosulfate pentahydrate solution. The aqueous phase was extracted with 10 mL of dichloromethane and the combined organic phases were washed with 10 mL of brine, dried over sodium sulfate, and then evaporated under vacuum. Purification by silica gel column chromatography afforded the phthalimidomethyl-ether derivative 7.

The synthetic route of 304460-78-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Temperini, Andrea; Minuti, Lucio; Tetrahedron Letters; vol. 53; 22; (2012); p. 2709 – 2711;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 207405-68-3, name is tert-Butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 207405-68-3, name: tert-Butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate

Into a 250-mL 3-necked round-bottom flask was placed tert-butyl (1R,3r,5S)-3- amino-8-azabicyclo[3.2.1]octane-8-carboxylate (5 g, 22.09 mmol, 1.00 equiv), water (100 mL), and NaHCO3(4.83 g, 149.50 mmol, 2.60 equiv). The solution was cooled to 0oC and 2,2,2-trichloroethyl chloroformate (5.63 g, 26.57 mmol, 1.20 equiv) added dropwise over 10 mins. The resulting solution was stirred at room temperature overnight. The reaction mixture was extracted with 3×100 mL of dichloromethane and the organic layers combined. The combined extracts were washed with 3×100 mL of brine, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The resulting residue was washed with 3×100 mL of hexane. This resulted in 8.32 g (94%) of tert-butyl (1R,3r,5S)-3-[[(2,2,2-trichloroethoxy)carbonyl]amino]-8-azabicyclo[3.2.1]octane-8- carboxylate as a white solid

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 579474-47-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 579474-47-8, name is tert-Butyl 2-amino-4-fluorophenylcarbamate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 4-(8-Fluoro-2-oxo-2,3-dihydro-1H-benzo[b][1,4]diazepin-4-yl)picolinonitrile (1b). tert-Butyl (2-amino-4-fluorophenyl)carbamate (0.226g, 1mmol) and tert-butyl 3-(2-cyanopyridin-4-yl)-3-oxopropanoate (0.320g, 1.3mmol) were dissolved in toluene (5mL) and heated at reflux for 1h. The reaction mixture was cooled and the excess solvent was removed under reduced pressure. The crude intermediate was taken up in CH2Cl2 and TFA (1.14g, 10mmol) was added dropwise to it at 0C. The resulting reaction mixture was stirred at rt for 7h. The crude mixture was washed with sodium bicarbonate solution and the aqueous layer extracted with CH2Cl2. The combined organic layers were washed with water, then brine, and dried over Na2SO4. Evaporation of the solvent followed by column chromatography using hexanes:ethyl acetate (60:40) yielded the title compound.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 2-amino-4-fluorophenylcarbamate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Dhanya, Raveendra Panickar; Herath, Ananda; Sheffler, Douglas J.; Cosford, Nicholas D.P.; Tetrahedron; vol. 74; 25; (2018); p. 3165 – 3170;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 146651-75-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 146651-75-4 name is tert-Butyl (2-aminophenyl)carbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Reference Example 2 N-(2-t-Butoxycarbonylaminophenyl)-5-methoxycarbonylpyridine-2-carboxylic acid amide (Reference Compound No.2-1) HATU (21 g, 55 mmol) was added to a solution of 2-aminophenylcarbamic acid t-butyl ester (Reference Compound No.1-1, 10 g, 50 mmol), 5-methoxycarbonylpyridine-2-carboxylic acid (10 g, 55 mmol), and N-methylmorpholine (11 mL, 100 mmol) in DMF (100 mL), and then the reaction mixture was stirred at room temperature for 20 hours. Water (300 mL) was added thereto, and then the whole was extracted with ethyl acetate (300 mL) three times. The organic layer was washed with brine (200 mL), and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and then the obtained solid was collected by filtration to give 15 g of the title reference compound as a pale brown solid. (Yield 79%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (2-aminophenyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Santen Pharmaceutical Co., Ltd; EP2135620; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 127828-22-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 127828-22-2 as follows.

(1) 20 g of tert-butyl terminal amino-terminated diethylene glycol carbamate was added to 100 ml of saturated sodium bicarbonate, 13.8 g of N-methoxycarbonyl maleimide was weighed and added slowly at 0C. The above solution was stirred for 2 h. TLC showed the reaction was complete and ethyl acetate was extracted 3 times. The ethyl acetate phase was dried over anhydrous sodium sulfate, spin-dried, and purified by column to obtain 22 g of a product. Yield: 90%

According to the analysis of related databases, 127828-22-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hunan Huateng Pharmaceutical Co., Ltd.; Deng Zeping; Cheng Jia; Zhang Anlin; Li Hu; (12 pag.)CN107501378; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 94838-59-2, These common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 15 – Preparation of tert-Butyl (4-(2-chloroacetamido)phenethyl)carbamate. tert-Butyl (4-aminophenethyl)carbamate prepared according to Example 14 (7.50 grams, 31.7 mmol, 1.0 eq) was dissolved in CH2C12 (500 mL) and cooled to 0C in an ice bath. DMAP (6.23 g, 51.0 mmol, 1.6 eq) was added in one go and the mixture was allowed to stand for 10 minutes before a solution of chloroacetyl chloride (3.00 ml, 37.7 mmol, 1.2 eq) in 100 ml CH2C12 was added drop wise over 20 minutes to the stirring mixture. The mixture was then left at 0C for 30 minutes and at room temperature for 3 hours before it was concentrated under reduced pressure. The sticky red residue was dissolved in CH2C12 (250 mL) and washed with 0.5 M aqueous acetic acid (2 x 200 mL), 0.5 M aqueous NaHC03 (1 x 100 mL) and dried on anhydrous K2C03. The solution was filtered through a (4 cm x 5 cm long) silica gel plug using 75% ethyl acetate in heptane to elute. Removal of the volatiles under reduce pressure yielded 7.46 g of the title compound (23.8 mmol, 75%). 1H NMR (300 MHz, DMSO- ) 6 10.21 (s, 1H), 7.49 (d, J= 8.4 Hz, 2H), 7.14 (d, J= 8.4 Hz, 2H), 6.84 (t, J= 5.6 Hz, 1H), 4.23 (s, 2H), 3.18 – 2.99 (m, 2H), 2.74 – 2.56 (m, 2H), 1.36 (s, 9H). 13C NMR (101 MHz, DMSO) delta 164.4, 155.5, 136.5, 134.9, 128.9, 119.4, 77.4, 43.5, 41.5, 34.9, 28.2.

Statistics shows that tert-Butyl 4-aminophenethylcarbamate is playing an increasingly important role. we look forward to future research findings about 94838-59-2.

Reference:
Patent; UNIVERSITETET I OSLO; GOLDING, Louise; RONGVED, Pal; ASTRAND, Ove Alexander H°gmoen; BAYER, Annette; LEIROS, Hanna-Kirsti Schr°der; SAMUELSEN, Ørjan; EDVARDSEN, Kine Susann Waade; WO2015/49546; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 123986-64-1 as follows. Quality Control of tert-Butyl 4-(hydroxymethyl)benzylcarbamate

The compound (18.0 g) obtained in Example 103-2 was dissolved in chloroform (540 ml) and then added with manganese dioxide (chemically processed product) (118 g), followed by stirring at room temperature for 15 hours. The reaction solution was filtrated through Celite and the filtrate was then concentrated under reduced pressure. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (17.1 g) as a white solid.

According to the analysis of related databases, 123986-64-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kureha Chemical Industry Co., Ltd.; EP1550657; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics