124790-74-5

Basic information

• Product Name: Benzenepropanoic acid, a-azido-, methyl ester, (R)-
• CAS NO: 124790-74-5
• Molecular Formula: C10H11N3O2
• Molecular Weight: 205.216
• Mol File: 124790-74-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, a-azido-, methyl ester, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, a-azido-, methyl ester, (R)-(124790-74-5)
• EPA Substance Registry System: Benzenepropanoic acid, a-azido-, methyl ester, (R)-(124790-74-5)

Safety Data

• Hazardous Substances Data: 124790-74-5(Hazardous Substances Data)

Upstream product

• 135912-77-5 (S)-2-methanesulfonyloxy-3-phenylpropionic acid methyl ester 
• 59200-36-1 methyl (S)-2-chloro-3-phenylpropanoate 
• 124916-61-6 (S)-2-bromo-3-penylpropanoic acid methyl ester 
• 182937-63-9 (R)-2-(benzyloxy)-3-phenylpropanoic acid 
• 673-06-3 D-(R)-phenylalanine 
• 42990-55-6 (S)-(alpha)-bromobenzenepropanoic acid 
• 124649-67-8 methyl (2S,3R)-3-phenyl-2,3-dihydroxypropanoate 
• 76043-69-1 2,2-dichloro-3-phenylpropionaldehyde 
• 13033-84-6 D-phenylalanine methyl ester hydrochloride 
• 73136-26-2 (R)-2-bromo-3-phenylpropionic acid methyl ester 
• 130608-06-9 (S)-methyl 2-((p-nitrobenzene)sulfonyl)oxy 3-phenylpropanoate 
• 13673-95-5 (S)-methyl 2-hydroxy-3-phenylpropanoate 
• 103-26-4 Methyl cinnamate 

Downstream Products

• 21685-51-8 D-phenylalanine methyl ester 
• 118460-00-7 (R)-2-azido-3-phenylpropionic acid 
• 439296-18-1 (R)-2-Azido-N-[(S)-1-hydroxymethyl-2-(4-methoxy-phenyl)-ethyl]-3-phenyl-propionamide 
• 439296-17-0 (E)-(S)-4-((R)-2-Azido-3-phenyl-propionylamino)-5-(4-methoxy-phenyl)-pent-2-enoic acid ethyl ester 
• 439296-20-5 [(3S,6R)-6-Benzyl-3-(4-methoxy-benzyl)-5-oxo-piperazin-(2Z)-ylidene]-acetic acid ethyl ester 
• 439296-19-2 (S)-2-Azido-3-phenyl-propionic acid (S)-2-((R)-2-azido-3-phenyl-propionylamino)-3-(4-methoxy-phenyl)-propyl ester 
• 69655-59-0 (R)-phenylalanine isopropyl ester 

Relevant articles and documents

Enantioselective protonation of catalytically generated chiral enolates as an approach to the synthesis of α-chloroesters

Treatment of α,α-dichloroaldehydes with various phenols in the presence of chiral triazolium salt catalysts and excess base results in the synthesis of α-chloro aryl esters in good yield and enantioselectivity. The reaction is tolerant of various function

Triazolopeptides: chirospecific synthesis and cis/trans prolyl ratios of structural isomers

As cis/trans prolyl isomerization plays a crucial role in various biological processes, peptide mimics capable of modifying the cis/trans Xaa-Pro ratio are of particular interest. A practical approach toward proline derived triazolopeptides employing [3+2] azide-alkyne cycloadditions as the key reaction step and the analysis of their cis/trans prolyl ratios are reported. Structural investigations indicated the adjustability of both the cis-percentage and the conformational stability toward intramolecular H-bonding effects.

Preparation of (R)-2-azidoesters from 2-((p-nitrobenzene)sulfonyl)oxy esters and their use as protected amino acid equivalents for the synthesis of di- and tripeptides containing D-amino acid constituents

(R)-2-Azidoesters and their derived (R)-2-azido acids are readily prepared from common amino acids by an inversion methodology that employs (S)-2-nosyloxyesters as key intermediates. The (R)-2-azidoesters can be used as protected amino acid equivalents in peptide synthesis. Basic hydrolysis frees the carboxyl group. Triphenylphosphine/water is used to free the amine group. By these reactions a variety of L-D and D-L dipeptides, L-D-L tripeptides, and depsipeptides can be prepared easily in good yields, and without detectable epimerization.