47094-07-5

Basic information

• Product Name: (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionic acid benzyl ester
• Synonyms: (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionic acid benzyl ester
• CAS NO: 47094-07-5
• Molecular Weight: 278.351
• Mol File: 47094-07-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionic acid benzyl ester(47094-07-5)
• EPA Substance Registry System: (S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionic acid benzyl ester(47094-07-5)

Safety Data

• Hazardous Substances Data: 47094-07-5(Hazardous Substances Data)

Upstream product

• 13734-41-3 t-Boc-L-valine 
• 17831-01-5 H-Ala-OBzl 
• 77946-33-9 Boc-Val-Ala-OBzl 
• 42854-62-6 L-alanine benzyl ester p-toluenesulfonate 
• 24601-74-9 (S)-4-isopropyloxazolidine-2,5-dione 

Downstream Products

• 1242760-37-7 Boc-Gly-Val-Ala-OCH₂Ph 
• 1242760-38-8 Boc-Val-Val-Ala-OCH₂Ph 
• 1222523-34-3 C₁₈H₂₉N₅O₃ 
• 1222562-64-2 C₁₇H₂₇N₅O₃ 
• 1115-74-8 Val-Ala 

Relevant articles and documents

Design, synthesis and evaluation of inhibitor of apoptosis protein (IAP) antagonists that are highly selective for the BIR2 domain of XIAP

We recently reported the systematic ligand-based rational design and synthesis of monovalent Smac mimetics that bind preferentially to the BIR2 domain of the anti-apoptotic protein XIAP. Expanded structure-activity relationship (SAR) studies around these peptidomimetics led to compounds with significantly improved selectivity (>60-fold) for the BIR2 domain versus the BIR3 domain of XIAP. The potent and highly selective IAP antagonist 8q (ML183) sensitized TRAIL-resistant prostate cancer cells to apoptotic cell death, highlighting the merit of this probe compound as a valuable tool to investigate the biology of XIAP.

The Steric Hindrance of the Stepwise Reaction of N-Carboxy α-Amino Acid Anhydride with the α-Amino Acid Ester

The mechanisms of the reactions of 4-alkyloxazolidinediones (1) (N-carboxy α-amino acid anhydrides(NCAs)) with α-amino acid benzyl ester p-toluenesulfonates (2) were investigated in acetonitrile containing triethylamine at low and room temperatures.Two types of reactions were observed: (1) the polymerization of NCAs was initiated with a small amount of 2 to produce polypeptides (6), and (2) the dipeptide benzyl esters (4) were produced by the stepwise reaction of NCAs with the esters.Both the polymerization and the dipeptide formation (1+2) seemed to be initiated by the nucleophilic attack of the amino group of the ester on the C-5 carbon of NCAs.The polymerization proceeded when the side chains of the amino acid esters (R2) were more bulky than those of the NCAs (R1).On the contrary, dipeptide esters were produced when the side chains of the NCAs (R1) were more bulky than those of the esters (R2).