Category: 107017-73-2

Reference of 107017-73-2, 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. 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows.

Step 2: tert-butyl l-((3-(diethoxyphosphoryl)propoxy)methyl)cyclopropylcarbamate [000471] To a solution of tert-butyl l-(hydroxymethyl)cyclopropylcarbamate (1 eq, from the previous step) in THF (0.1 M) at room temperature was added KOH (5 eq), tetrabutylammonium bromide (0.1 eq), and diethyl 3-bromopropylphosphonate (2 eq). The reaction was stirred at room temperature overnight. The mixture was concentrated en vaccuo and then taken up in DCM/water. The aqueous layer was extracted with DCM (2x). The combined organic layers were dried over anhydrous MgS04, and concentrated en vaccuo. The crude mixture was purified by flash chromatography on a COMBIFLASH system (ISCO) using a gradient of 0-100% ethyl acetate in hexanes and then 100% ethyl acetate to give the product as an oil.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IRM LLC; WU, Tom Yao-Hsiang; ZOU, Yefen; HOFFMAN, Timothy Z.; PAN, Jianfeng; WO2011/119759; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

A solution of potassium tert-butoxide (1? 5eq) was added to a solution of (1-hydroxymethylcyclopropyl) -tert-butoxycarbonylamino in tetrahydrofuran [THF] at room temperature. After stirring for 30 min, 4-fluoro-2-isopropyl Oxy-1-nitrobenzene (1.3 eq) and heated to 50 C overnight. After completion of the reaction, the reaction solution was cooled, poured into water and extracted three times with ethyl acetate. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate and then poured onto the column. PE [petroleum ether]: EA [ethyl acetate] Volume ratio) = 5: 1 to obtain compound 4-3.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Geng Meiyu; Song Zilan; Ai Qing; Liu Zhiqing; Chen Yi; Peng Xia; Ding Jian; (29 pag.)CN107216319; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Safety of tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate

(1-((4-(3-(3-chloro-4-cyanophenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fl uorophenoxy)methyl)cyclopropyl)carbamate 2-Chloro-4-(3-(3-fluoro-4-hydroxyphenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolid in-1-yl)benzonitrile 35c (100 mg, 0.26 mmol) was dissolved in 5 mL of methylbenzene, followed by addition of tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate 6a (49 mg, 0.26 mmol), 1,1′-(azodicarbonyl)dipiperidine (106 mg, 0.42 mmol) and tri-n-butylphosphine (85 mg, 0.42 mmol) successively. The reaction solution was warmed up to 50C and stirred for 2 hours. The resulting solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography with elution system B to obtain the title compound tert-butyl (1-((4-(3-(3-chloro-4-cyanophenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fl uorophenoxy)methyl)cyclopropyl)carbamate 35d (80 mg, yield 55.9%) as a white solid.

According to the analysis of related databases, 107017-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co. Ltd.; Jiangsu Hengrui Medicine Co. Ltd.; LU, Hejun; SUN, Piaoyang; FEI, Hongbo; JIANG, Hongjian; WANG, Haowei; DONG, Qing; EP2894151; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 107017-73-2, 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. 107017-73-2 name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)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.

8.2 1-aminocyclopropanemethanol 1.04 g tert-butyl (1-hydroxymethylcyclopropyl)-carbamidate are placed in 5 ml dioxane. 2.5 ml HCl in dioxane (4 mol/l) are added dropwise. The reaction mixture is stirred for 15 h at ambient temperature. The solvent is evaporated down by half and the precipitated solid is suction filtered. 0.5 g product are obtained as the hydrochloride. 1H NMR (400 MHz, DMSO): 5.27 (1H, t); 0.91 (2H, t); 0.71 (2H, t).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/305102; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 107017-73-2,Some common heterocyclic compound, 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, molecular formula is C9H17NO3, 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.

tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate 6a (92 mg, 0.49 mmol) was placed in a reaction flask, followed by addition of 4-(3-(6-hydroxypyridin-3-yl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile 10c (100 mg, 0.24 mmol), triphenylphosphine (97 mg, 0.37 mmol), 5 mL of dichloromethane, and diisopropyl azodicarboxylate (75 mg, 0.37 mmol), successively. The reaction solution was stirred for 2 hours. The reaction solution was purified by thin layer chromatography with elution system A, and subsequently with elution system B to obtain the title compound tert-butyl (1-(((5-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)pyridin-2-yl)oxy)methyl)cyclopropyl)carbamate 11a (40 mg, yield 28.4%) as a white solid. MS m/z (ESI): 576.2 [M+1]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, its application will become more common.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co., Ltd.; Jiangsu Hengrui Medicine Co., Ltd.; Lu, Hejun; Sun, Piaoyang; Fei, Hongbo; Jiang, Hongjian; Wang, Haowei; Dong, Qing; US2015/225381; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., name: tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate

The N – (4 – fluoro -2 – methoxy -5 – nitro – phenyl) -4 – (6 – methoxy -1 – methyl – 1H – indole -3 – yl) pyrimidine -2 – amine (3 d) (0.42 g, 1.0 mmol) dissolved in tetrahydrofuran (30 ml), is added sodium hydride (0.04 g, 2.0 mmol, w/w=60%), stir at room temperature 30 minutes, add (1 – hydroxy methyl propyl) – tert-butoxycarbonyl amino (0.23 g, 1.5 mmol), continuing stirring at room temperature 5 hours. The addition of water (10 ml) quenching the reaction, concentrated under reduced pressure to remove most of the tetrahydrofuran, is added to the residue in methylene chloride (100 ml), water (50 ml), layered, aqueous phase methylene chloride (100 ml) extraction, the combined organic phase, saturated salt water (50 ml) washing, drying with anhydrous sodium sulfate, concentrated under reduced pressure, to obtain a yellow solid N – [1 – [[5 – methoxy -4 – [[4 – (6 – methoxy -1 – methyl – indole -3 – yl) pyrimidine -2 – yl] amino] -2 – nitro – phenoxy] methyl] cyclopropane alkyl] tert-butyl carbamate (3 e) (0.59 g).

According to the analysis of related databases, 107017-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Li Yao; Zhang Guobiao; Hu Shihong; Wei Yonggang; (22 pag.)CN108530428; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate

Intermediate 3 (400 mg, 1.6 mmol), tert-butyl [1-(hydroxymethyl)cyclopropyl]carbamate (390.5 mg, 2.01 mmol) andtriphenylphosphine (1683 mg, 6.4 mmol) were combined in THF (10 mL) and cooled to 0 C in an ice bath. DIAD (0.63 mL, 3.2 mmol) was added dropwise and the reaction mixture stirred for 10 mm before being allowed to warm to RT and stirred for a further 96h. The reaction mixture was concentrated under reduced pressure, and purified by Biotage Isolera chromatography (silica gel, eluting with heptaneEtOAc, 1:0 to 1:1). A second purification by Biotage Isolera chromatography (silicagel, eluting with heptane-EtOAc, 20:3) afforded 208.9 mg (23% yield) of the title compound as a colourless oil.LCMS (Analytical Method A) Rt = 1 .47 mm, MS (ESipos): m/z = 419 (M+H)+.

The synthetic route of 107017-73-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H17NO3

A solution of potassium tert-butoxide (1? 5eq) was added to a solution of (1-hydroxymethylcyclopropyl) -tert-butoxycarbonylamino in tetrahydrofuran [THF] at room temperature. After stirring for 30 min, 4-fluoro-2-isopropyl Oxy-1-nitrobenzene (1.3 eq) and heated to 50 C overnight. After completion of the reaction, the reaction solution was cooled, poured into water and extracted three times with ethyl acetate. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate and then poured onto the column. PE [petroleum ether]: EA [ethyl acetate] Volume ratio) = 5: 1 to obtain compound 4-3.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Geng Meiyu; Song Zilan; Ai Qing; Liu Zhiqing; Chen Yi; Peng Xia; Ding Jian; (29 pag.)CN107216319; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H17NO3

(1-((4-(3-(3-chloro-4-cyanophenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fl uorophenoxy)methyl)cyclopropyl)carbamate 2-Chloro-4-(3-(3-fluoro-4-hydroxyphenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolid in-1-yl)benzonitrile 35c (100 mg, 0.26 mmol) was dissolved in 5 mL of methylbenzene, followed by addition of tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate 6a (49 mg, 0.26 mmol), 1,1′-(azodicarbonyl)dipiperidine (106 mg, 0.42 mmol) and tri-n-butylphosphine (85 mg, 0.42 mmol) successively. The reaction solution was warmed up to 50C and stirred for 2 hours. The resulting solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography with elution system B to obtain the title compound tert-butyl (1-((4-(3-(3-chloro-4-cyanophenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fl uorophenoxy)methyl)cyclopropyl)carbamate 35d (80 mg, yield 55.9%) as a white solid.

According to the analysis of related databases, 107017-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co. Ltd.; Jiangsu Hengrui Medicine Co. Ltd.; LU, Hejun; SUN, Piaoyang; FEI, Hongbo; JIANG, Hongjian; WANG, Haowei; DONG, Qing; EP2894151; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, 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 107017-73-2, category: amides-buliding-blocks

Example 117A tert-butyl 1-(bromomethyl)cyclopropylcarbamate A mixture of tert-butyl 1-(hydroxymethyl)cyclopropylcarbamate (CASNo.107017-73-2; 5 g, 26.7 mmol), triphenylphosphine (9.5 g, 36.2 mmol), and carbon tetrabromide (11.9 g, 35.9 mmol) in ether (120 mL) was stirred at room temperature for 24 hours. After this time, the mixture was filtered, and the filtrate was concentrated in vacuo. The residue was chromatographed on silica gel (0 to 10% ethyl acetate-CH2Cl2, eluant) to afford the titled compound as a white solid, 3.594 g (54%). 1H NMR (300 MHz, CDCl3) delta ppm 5.11 (br, 1H), 3.58 (s, 2H), 1.45 (s, 9H), 1.07 (m, 2H), 0.91 (m, 2H); MS (DC) m/z 250/252 (M+H+; 79Br/81Br).

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; AbbVie Inc.; Altenbach, Robert J.; Liu, Huaqing; Clapham, Bruce; Aguirre, Ana L.; Cowart, Marlon; Koenig, John R.; Sarris, Kathy; Scanio, Marc J.; Swinger, Kerren K.; Vasudevan, Anil; Villamil, Clara I.; Woller, Kevin R.; (95 pag.)US9777020; (2017); B2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics