Category: 87694-50-6

《Synthesis, bioactivity, docking and molecular dynamics studies of furan-based peptides as 20s proteasome inhibitors》 was published in ChemMedChem in 2015. These research results belong to Sun, Qi; Xu, Bo; Niu, Yan; Xu, Fengrong; Liang, Lei; Wang, Chao; Yu, Jiapei; Yan, Gang; Wang, Wei; Jin, Hongwei; Xu, Ping. Related Products of 87694-50-6 The article mentions the following:

Proteasome inhibitors are promising compounds for a number of therapies, including cardiovascular and eye diseases, diabetes, and cancers. We previously reported a series of furan-based peptidic inhibitors with moderate potencies against the proteasome β5 subunit, hypothesizing that the C-terminal furyl ketone motif could form a covalent bond with the catalytic residue, threonine 1. In this context, we describe further optimizations of the furan-based peptides, and a series of dipeptidic and tripeptidic inhibitors were designed and synthesized, aiming at improved potency and better solubility Most of the tripeptidic inhibitors demonstrated improved potency and selectivity as β5 subunit inhibitors in both enzymic and cellular assays, and good antineoplastic activities in various tumor cell lines were also observed However, no inhibitory effects were observed for the dipeptidic compounds, which led us to presume that a noncovalent binding mode is adopted. Docking studies and mol. dynamics simulations were carried out to verify this presumption, with results showing that the distance between the furyl ketone motif and Thr1 is slightly too long to form covalent bond.(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Related Products of 87694-50-6) was used in this study.

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors.“,” In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Related Products of 87694-50-6

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

The author of 《A facile approach to trans-4,5-pyrrolidine lactam and application in the synthesis of nemonapride and streptopyrrolidine》 were Huang, Wei; Ma, Jing-Yi; Yuan, Mu; Xu, Long-Fei; Wei, Bang-Guo. And the article was published in Tetrahedron in 2011. HPLC of Formula: 87694-50-6 The author mentioned the following in the article:

An efficient approach to trans-4-hydroxylpyrrolidine lactams, e.g. I [R1 = t-Bu, PhCH2; R2 = H, Me; Me2CH, etc.; R3 = H, TBSO], starting from an amino acid is described. The utility of this method has been demonstrated in the synthesis of antipsychotic nemonapride and antiangiogenic streptopyrrolidine. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6HPLC of Formula: 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.HPLC of Formula: 87694-50-6 Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents.

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

Application of 87694-50-6On October 2, 2003 ,《An epoxide ring-opening reaction via hypervalent silicate intermediate: Synthesis of statine》 was published in Synthesis. The article was written by Konno, Hiroyuki; Toshiro, Emi; Hinoda, Naoyuki. The article contains the following contents:

The azide- and cyanide-opening reaction of epoxide with TBAF and TMSN3 in THF or TBAF and TMSCN in MeCN occurred regioselectively to afford β-hydroxy azides and cyanides in good yield. These hypervalent silicates are highly effective as nucleophilic azide and cyanide donors under mild conditions. This methodol. was applied to the preparation of statine. In the part of experimental materials, we found many familiar compounds, such as (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors.“,” In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Application of 87694-50-6

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

Goetz, D. H.; Choe, Y.; Hansell, E.; Chen, Y. T.; McDowell, M.; Jonsson, C. B.; Roush, B. C.; McKerrow, J.; Craik, C. S. published an article in Biochemistry. The title of the article was 《Substrate Specificity Profiling and Identification of a New Class of Inhibitor for the Major Protease of the SARS Coronavirus》.Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide The author mentioned the following in the article:

Severe acute respiratory syndrome (SARS) is an emerging infectious disease associated with a high rate of mortality. The SARS-associated coronavirus (SARS-CoV) has been identified as the etiol. agent of the disease. Although public health procedures have been effective in combating the spread of SARS, concern remains about the possibility of a recurrence. Various approaches are being pursued for the development of efficacious therapeutics. One promising approach is to develop small mol. inhibitors of the essential major polyprotein processing protease 3Clpro. Here we report a complete description of the tetrapeptide substrate specificity of 3Clpro using fully degenerate peptide libraries consisting of all 160 000 possible naturally occurring tetrapeptides. The substrate specificity data show the expected P1-Gln P2-Leu specificity and elucidate a novel preference for P1-His containing substrates equal to the expected preference for P1-Gln. These data were then used to develop optimal substrates for a high-throughput screen of a 2000 compound small-mol. inhibitor library consisting of known cysteine protease inhibitor scaffolds. We also report the 1.8 Å X-ray crystal structure of 3Clpro bound to an irreversible inhibitor. This inhibitor, an α,β-epoxyketone, inhibits 3Clpro with a k3/Ki of 0.002 μM-1 s-1 in a mode consistent with the substrate specificity data. Finally, we report the successful rational improvement of this scaffold with second generation inhibitors. These data provide the foundation for a rational small-mol. inhibitor design effort based upon the inhibitor scaffold identified, the crystal structure of the complex, and a more complete understanding of P1-P4 substrate specificity. After reading the article, we found that the author used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors.“,” In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide

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

Synthetic Route of C13H26N2O4On March 4, 2011, Ko, Eunhwa; Burgess, Kevin published an article in Organic Letters. The article was 《Pyrrole-based scaffolds for turn mimics》. The article mentions the following:

Two amino acid derived synthons were combined to give homopropargylic amines (I) (R1 = CH(Me)Et, iso-Pr, CH2C6H4OCH2Ph, R2 = i-Bu; R1 = CH(Me)Et, (CH2)2SMe, R2 = CH2C6H4OCH2Ph; R1 = CH(Me)OCH2Ph, R2 = H; Boc = tert-butoxycarbonyl). Platinum dichloride was used to cyclize these intermediates into pyrroles (II) (Boc, R1 and R2 are defined for I) which collapsed to the target secondary structure mimics (III) (R1 and R2 are defined for I) on treatment with base. Side chains of these compounds overlay with an idealized type III β-turn and with an inverse γ-turn. The experimental process involved the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Synthetic Route of C13H26N2O4)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Synthetic Route of C13H26N2O4Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis.

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

Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideOn November 17, 2000 ,《A Synthetic Approach to 3-Hydroxy 4-Substituted Carboxylic Acids based on the Stereoselective Reduction of 1-Trimethylsilyl-1-alkyn-3-ones》 appeared in Tetrahedron. The author of the article were Alemany, Carme; Bach, Jordi; Garcia, Jordi; Lopez, Marta; Rodriguez, Ana B.. The article conveys some information:

The oxazaborolidine-mediated reduction of chiral, 4-substituted 1-trimethylsilyl-1-alkyn-3-ones followed by hydroboration affords syn or anti 3-hydroxy 4-substituted carboxylic acids, common substructures of a number of biol. active macrolides, peptides and depsipeptides, with high control on the new C(3) stereocenter. This strategy has been applied to the synthesis of (3S,4S)-3-hydroxy-4-methylheptanoic acid and of N-Boc-statine, constituents of permentin A and pepstatin, resp. In the experiment, the researchers used many compounds, for example, (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds.

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

Related Products of 87694-50-6On October 15, 1991 ,《Conformational studies on bombesin antagonists: CD and NMR characterization of [Thr6, Leu13ψ(CH2NH)Met14] bombesin (6-14)》 was published in Biopolymers. The article was written by Di Bello, Carlo; Scatturin, Angelo; Vertuani, Gianni; D’Auria, Gabriella; Gargiulo, Mario; Paolillo, Livio; Trivellone, Enrico; Gozzini, Luigia; DeCastiglione, Roberto. The article contains the following contents:

The conformational flexibility of the [Thr6, Leu13ψ(CH2NH) Met14] bombesin (6-14) nonapeptide was studied by CD and 1- and 2-dimensional (1D and 2D) NMR techniques. The CD and NMR parameters in different solvents and in a micellar environment (SDS) are compared with the data collected for the parent bombesin (BN) and [D-Phe12, Leu14]BN. A preliminary investigation on spantide is also reported. In particular, the results obtained from CD measurements indicate that there is a shift from random coil structures, in aqueous solutions, toward folded structures in apolar media (2,2,2-trifluoroethanol) and in a membrane-mimetic environment (40 mM SDS) for all 3 peptides, namely BN, [D-Phe12, Leu14]BN, and [Thr6, Leu13ψ(CH2NH)Met14] BN (6-14). Spantide, which also possesses some inhibitory activity against BN but very little sequence similarity, even in water, shows an ordered conformation. NMR parameters such as backbone NH-α-CH coupling constant values, amidic temperature coefficients, and the presence of only sequential nuclear Overhauser effects have not provided, so far, any clear evidence for a preferential ordered structure in the peptides studied, and this may be due to rapid exchange among different conformers in the NMR time scale. In the part of experimental materials, we found many familiar compounds, such as (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Related Products of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Related Products of 87694-50-6 The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.

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

Application of 87694-50-6On October 31, 2015 ,《An alternative synthetic route to (3R,5S,1’S)-5-{1′-[(tert-butoxycarbonyl)amino]-3′-methylbutyl}-3-methyldihydrofuran-2(3H)-one, a precursor of a Leu-Ala hydroxyethylene isostere》 appeared in Synthesis. The author of the article were Vila-Real, Helder; Ventura, M. Rita; Maycock, Christopher; Iranzo, Olga; Simplicio, Ana. The article conveys some information:

An improved synthetic route to (3R,5S,1’S)-5-{1′-[(tert-butoxycarbonyl)amino]-3′-methylbutyl}-3-methyldihydrofuran-2(3H)-one, a lactone precursor of the Leu-Ala (2R,4S,5S) hydroxyethylene isostere found in many peptidomimetic aspartyl protease inhibitors of Alzheimer’s disease, is devised. Alkylation of N-Boc-leucinal (Boc = tert-butyloxycarbonyl) with the lithium salt of benzyl propargyl ether instead of Et propiolate is the key toward a more reproducible and efficient route to obtain the title lactone from N-Boc-L-leucine in six steps, and an overall yield of 16%. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds.Application of 87694-50-6

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

Saari, Walfred S.; Fischer, Thorsten E. published an article in Synthesis. The title of the article was 《A convenient and versatile synthesis of chiral aliphatic and allylic amines》.Application of 87694-50-6 The author mentioned the following in the article:

Treating (S)- and (R)-Boc-Leu-OH in EtOH containing N-methylmorpholine with ClCO2CH2CHMe2 and then with MeONHMe gave 89-99% (S)- and (R)-Boc-Leu-NMeOMe, which were reduced with LiAlH4 in THF to give 69-72% Boc-Leu-H. Wittig reaction of these aldehydes with Ph3P+CH2R Br- (R = Me, Et, Pr, Bu) and KN(SiMe3)2 in THF-PhMe gave 6 (S)- and (R)-Me2CHCH2CH(NHBoc)CH:CHR-Z [(R)-I] in 72-97% yield. I in EtOH were hydrogenated over Pd/C to give 86-99% (S)- and (R)-Me2CHCH2CH(NHBoc)CH2CH2R [(R)-II]. Deprotection of (S)-I (R = Pr) and all 6 II with dry HCl in EtOAc gave 46-93% title amine hydrochlorides. In the part of experimental materials, we found many familiar compounds, such as (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors.Application of 87694-50-6 In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.

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

The author of 《N-tert-Butoxycarbonyl-L-leucinal (carbamic acid, (1-formyl-3-methylbutyl)-, 1,1-dimethylethyl ester, (S)-)》 were Goel, O. P.; Krolls, U.; Stier, M.; Kesten, S.. And the article was published in Organic Syntheses in 1989. Related Products of 87694-50-6 The author mentioned the following in the article:

The title compound, Boc-Leu-H (Boc = Me3CO2C), was prepared from Boc-Leu-OH via LiAlH4 reduction of Boc-Leu-NMeOMe. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Related Products of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds.Related Products of 87694-50-6

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