42998-42-5

Basic information

• Product Name: Valine, N-[(phenylmethoxy)carbonyl]-, ethyl ester
• CAS NO: 42998-42-5
• Molecular Formula: C15H21NO4
• Molecular Weight: 279.336
• Mol File: 42998-42-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Valine, N-[(phenylmethoxy)carbonyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Valine, N-[(phenylmethoxy)carbonyl]-, ethyl ester(42998-42-5)
• EPA Substance Registry System: Valine, N-[(phenylmethoxy)carbonyl]-, ethyl ester(42998-42-5)

Safety Data

• Hazardous Substances Data: 42998-42-5(Hazardous Substances Data)

Upstream product

• 15112-52-4 monoethyl ester of isopropylmalonic acid 
• 100-51-6 benzyl alcohol 
• 64-17-5 ethanol 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 1149-26-4 N-benzyloxycarbonylvaline 
• 17609-47-1 valine ethyl ester hydrochloride 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 1449512-57-5 (S)-2-benzyloxycarbonylamino-3-methylbutanaldoxime 
• 1449512-59-7 (S)-(N-hydroxy-3-oxobutanoylaminomethyl-2-methylpropyl)carbamic acid benzyl ester 
• 138754-84-4 N-benzyloxycarbonyl-L-valinal 
• 2443-71-2 benzyl (S)-(1-hydrazineyl-3-methyl-1-oxobutan-2-yl)carbamate 
• 17609-47-1 L-Valine ethyl ester hydrochloride 
• 33280-94-3 C₈H₁₃NO₃ 
• 17016-83-0 (4S)-4-isopropyl-1,3-oxazolidin-2-one 
• 130258-33-2 C₂₆H₃₅NO₆ 

Relevant articles and documents

An Atom-Economic Inverse Solid-Phase Peptide Synthesis Using Bn or BcM Esters of Amino Acids

An atom-economic N-to-C-directed solid-phase peptide synthesis is reported that uses benzyl (Bn) or (benzhydryl-carbamoyl)-methyl (BcM) esters of amino acids as the building blocks, which facilitate efficient hydrazinolysis, convenient conversion to acyl azide, and robust amidation with the next amino acid ester. This method is free of coupling reagents and free of protection on the side-chain OH, CO2H, CONH2, etc., therefore exhibiting a significantly improved atom economy compared to those of BOC- or Fmoc-based C-to-N-directed approaches.

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