37440-07-6

Basic information

• Product Name: CBZ-D-PHENYLALANINE METHYL ESTER
• Synonyms: CBZ-D-PHENYLALANINE METHYL ESTER;N-Benzyloxycarbonylphenyl-D-alanine methyl ester
• CAS NO: 37440-07-6
• Molecular Formula: C₁₈H₁₉NO₄
• Molecular Weight: 313.35
• Mol File: 37440-07-6.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: CBZ-D-PHENYLALANINE METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: CBZ-D-PHENYLALANINE METHYL ESTER(37440-07-6)
• EPA Substance Registry System: CBZ-D-PHENYLALANINE METHYL ESTER(37440-07-6)

Safety Data

• Hazardous Substances Data: 37440-07-6(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 130680-68-1 (Z)-α-<(Benzyloxycarbonyl)amino>zimtsaeure-methylester 
• 21685-51-8 D-phenylalanine methyl ester 
• 501-53-1 benzyl chloroformate 
• 125507-18-8 methyl 2-(benzyloxycarbonylamino)-3-phenylacrylate 
• 67-56-1 methanol 
• 127862-78-6 2-Benzyloxycarbonylamino-3-phenyl-propionic acid 2,2,2-trifluoro-ethyl ester 
• 47471-55-6 2-Benzyl-2-benzyloxycarbonylamino-malonic acid monomethyl ester 
• 583-47-1 4-benzyl-oxazolidine-2,5-dione 
• 150-30-1 Phenylalanine 
• 25613-61-0 4-Benzyl-2,5-dioxo-oxazolidine-3-carboxylic acid benzyl ester 
• 32563-40-9 methyl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate 
• 35909-92-3 N-carbobenzoxy-L-phenylalanine methyl ester 
• 19901-50-9 t-BOC-L-Phe-OMe 

Downstream Products

• 111610-53-8 (S)-2-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-propionic acid sec-butyl ester 
• 58917-85-4 N-(benzyloxycarbonyl)-D-phenylalaninol 
• 63219-70-5 N-(benzyloxycarbonyl)-D-phenylalaninal 
• 1352815-91-8 C₂₉H₂₃N₃O₅ 
• 21887-86-5 N-(benzyloxycarbonyl)-D-phenylalanine hydrazide 
• 13033-84-6 D-phenylalanine methyl ester hydrochloride 
• 111610-54-9 (R)-2-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-propionic acid sec-butyl ester 

Relevant articles and documents

A Simple, efficient, Catalyst-Free and Solvent-Less Microwave-Assisted process for N-Cbz Protection of Several amines

A simple, green and chemo-selective method for the N-benzyloxycarbonylation of amines, β-amino alcohols, α-amino esters and sulfonamides has been developed under microwave irradiation. Good to excellent yields of the N-benzyloxy-carbamates compounds were obtained in short times without any side products.

Highly modular P-OP ligands for asymmetric hydrogenation: Synthesis, catalytic activity, and mechanism

A library of enantiomerically pure P-OP ligands (phosphine-phosphite), straightforwardly available in two synthetic steps from enantiopure Sharpless epoxy ethers is reported. Both the alkyloxy and phosphite groups can be optimized for maximum enantioselectivity and catalytic activity. Their excellent performance in the Rhcatalyzed asymmetric hydrogenation of a wide variety of functionalized alkenes (26 examples) and modular design makes them attractive for future applications. The lead catalyst incorporates an (S)-BINOL-derived (BINOL= 1,1'bi-2-naphthol) phosphite group with computational studies revealing that this moiety has a dual effect on the behavior of our P-OP ligands. On one hand, the electronic properties of phosphite hinder the binding and reaction of the substrate in two out of the four possible manifolds. On the other hand, the steric effects of the BINOL allow for discrimination between the two remaining manifolds, thereby elucidating the high efficiency of these catalysts.

Resolution of non-proteinogenic amino acids via microbial lipase-catalyzed enantioselective transesterification

A number of non-proteinogenic amino acids bearing aliphatic side chains were resolved with moderate to good enantioselectivities (E = 15-42) through the Burkholderia cepacia lipase-catalyzed enantioselective transesterification of the 2,2,2-trifluoroethyl esters of their N-benzyloxycarbonyl derivatives with methanol as a nucleophile in diisopropyl ether.