5673-69-8

Basic information

• Product Name: ethyl N-[(benzyloxy)carbonyl]alanylalaninate
• CAS NO: 5673-69-8
• Molecular Formula: C₁₆H₂₂N₂O₅
• Molecular Weight: 322.3563
• Mol File: 5673-69-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 506.9°C at 760 mmHg
• Flash Point: 260.4°C
• Density: 1.164g/cm³
• Vapor Pressure: 2.13E-10mmHg at 25°C
• Refractive Index: 1.515
• CAS DataBase Reference: ethyl N-[(benzyloxy)carbonyl]alanylalaninate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl N-[(benzyloxy)carbonyl]alanylalaninate(5673-69-8)
• EPA Substance Registry System: ethyl N-[(benzyloxy)carbonyl]alanylalaninate(5673-69-8)

Safety Data

• Hazardous Substances Data: 5673-69-8(Hazardous Substances Data)

Upstream product

• 3082-75-5 L-Alanine ethyl ester 
• 49760-60-3 N-benzyloxycarbonyl-L-alanyl chloride 
• 17350-66-2 N-benzyloxycarbonylalaninehydrazid 
• 501-53-1 benzyl chloroformate 
• 4132-86-9 N-benzyloxycarbonylalanine 
• 17344-99-9 AlaOEt 
• 78814-87-6 (S)-2-Benzyloxycarbonylamino-propionic acid 3,4-dihydroxy-2,5-dioxo-pyrrolidin-1-yl ester 
• 1115-59-9 (S)-alanine ethyl ester hydrochloride 
• 26607-52-3 Cbz-Ala-OH*DCHA 
• 617-27-6 DL-alanine ethyl ester hydrochloride 
• 98807-04-6 N-benzyloxycarbonyl-L-alanine N-hydroxycamphorimide ester 
• 64-17-5 ethanol 
• 16012-70-7 benzyloxycarbonyl-L-alanyl-L-alanine 
• 25172-67-2 Z-Ala-O-COO-isoBu 

Downstream Products

• 16012-70-7 benzyloxycarbonyl-L-alanyl-L-alanine 
• 2483-52-5 benzyl ((S)-1-(((S)-1-hydrazinyl-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)carbamate 
• 113719-28-1 ester ethylique de l'acide (N-benzyloxycarbonyl)-L-alanyl-L-(amino-1)-ethylphosphonique 
• 30802-37-0 N-acetyl-L-alanyl-L-alaninamide 
• 5686-39-5 Ac-Ala-Ala-OEt 
• 1948-31-8 di-L-alanine 

Relevant articles and documents

Small peptides as modular catalysts for the direct asymmetric aldol reaction: Ancient peptides with aldolase enzyme activity

Simple peptides and their analogues having a primary amino group as the catalytic residue mediate the direct asymmetric intermolecular aldol reaction with high stereoselectivity and furnish the corresponding aldol products with up to 99% ee; this intrinsic ability of highly modular peptides may explain the initial molecular evolution of aldolase enzymes. The Royal Society of Chemistry 2005.

Papain-catalyzed esterification of N(α)-protected amino acids and dipeptides with ethanol in different organic systems

The papain-catalyzed esterification of N(α)-protected amino acids and dipeptides with ethanol in mostly hydrophobic organic solvent systems containing low amounts of water has been investigated. The influence of various parameters, such as the amount of added water, reaction time, temperature and pH of added buffer, on the yield of ester was studied first on the model substrate Z-Ala. The optimized reaction conditions were then used for esterification of a series of N(α)-protected amino acids and dipeptides.

UTILISATION DES HYDROLASES EN CHIMIE ORGANIQUE: SYNTHESE DE LIAISONS ESTER ET AMIDE CATALYSEE PAR LA PAPAINE INDUSTRIELLE

The use of hydrolases in organic chemistry: synthesis of amide and ester bonds catalyzed by industrial papain.Industrial papain, which is readily available, catalyzed the synthesis of L-Z-alanine ethyl ester (L-ZAEt) in organic medium, under different conditions, with good yields.L-ZAEt was obtained from DL-Z-alanine with 100 percent optical purity.We studied the effects of pH, the solvent/substrate and papain/substrate ratios and the type of organic solvent added, on the L-ZAEt yield.Unreactive D-ZA was also easily isolated from the aqueous phase with good optical purity.This attractive method has been applied to other N-Z-amino acid esters with the same succes.This procedure has been developed for the preparation of peptides using carboxylic or phosphonic substrates.These peptides have anti-bacterial activity. enzymatic catalysis / papain / chymopapain / stereospecific esterification of carboxylic amino acids / dipeptides / phosphonopeptides / anti-bacterial activity