19914-27-3

Basic information

• Product Name: L-Alanine, N-[N-[(phenylmethoxy)carbonyl]-D-alanyl]-, methyl ester
• CAS NO: 19914-27-3
• Molecular Formula: C15H20N2O5
• Molecular Weight: 308.334
• Mol File: 19914-27-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: L-Alanine, N-[N-[(phenylmethoxy)carbonyl]-D-alanyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Alanine, N-[N-[(phenylmethoxy)carbonyl]-D-alanyl]-, methyl ester(19914-27-3)
• EPA Substance Registry System: L-Alanine, N-[N-[(phenylmethoxy)carbonyl]-D-alanyl]-, methyl ester(19914-27-3)

Safety Data

• Hazardous Substances Data: 19914-27-3(Hazardous Substances Data)

Upstream product

• 26607-51-2 N-benzyloxycarbonyl-D-alanine 
• 2491-20-5 L-alanine methyl ester hydrochloride 
• 10065-72-2 L-Alanine methyl ester 
• 57355-13-2 N-benzyloxycarbonylalaninehydrazid 
• 4132-86-9 N-benzyloxycarbonylalanine 

Downstream Products

• 683773-39-9 (2S)-2-[(N-benzyloxycarbonyl-D-alaninyl)amino]propyl 3,4-di-O-methyl-α-L-rhamnopyranoside 
• 138588-03-1 (2S)-2-[(N-benzyloxycarbonyl-D-alaninyl)amino]propyl 2-O-acetyl-3,4-di-O-methyl-α-L-rhamnopyranoside 
• 683772-92-1 N-benzyloxycarbonyl-D-alaninyl-L-alaninol 
• 2483-52-5 N-(N-benzyloxycarbonyl-D-alanyl)-L-alanine hydrazide 

Relevant articles and documents

Amino-acids and peptides. 28. Determination of racemization in peptide synthesis by nuclear magnetic resonance spectroscopy.

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A novel generation of coupling reagents. Enantiodifferentiating coupling reagents prepared in situ from 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) and chiral tertiary amines

Coupling of racemic N-protected amino acids with amino components by means of 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) in the presence of chiral tertiary amines such as strychnine, brucine, and sparteine proceeds enantioselectively, affording appropriate amides or dipeptides in 69-85% yield. The configuration of the preferred enantiomer and enantiomeric enrichment depend on the structures of the amine and carboxylic acid. Calculated Kagan enantioselectivity parameters (s) are in the range 1.6-195. Chiral triazinylammonium chlorides formed in situ from CDMT and chiral tertiary amines are postulated as reactive intermediates involved in the process of enantioselective activation of N-protected amino acids.