35909-92-3

Basic information

• Product Name: Z-PHE-OME
• Synonyms: CBZ-L-PHENYLALANINE METHYL ESTER;N-ALPHA-CARBOBENZOXY-L-PHENYLALANINE METHYL ESTER;Z-PHENYLALANINE-OME;Z-PHE-OME;Z-L-PHENYLALANINE METHYL ESTER;N-benzyloxycarbonylphenylalanine methyl ester;N-Benzyloxycarbonylphenyl-L-alanine methyl ester;(2S)-2-[(Benzyloxycarbonyl)amino]-3-phenylpropanoic acid methyl ester
• CAS NO: 35909-92-3
• Molecular Formula: C₁₈H₁₉NO₄
• Molecular Weight: 313.35
• Mol File: 35909-92-3.mol
• Article Data: 73

Chemical Properties

• Boiling Point: 478.5°Cat760mmHg
• Flash Point: 243.2°C
• Appearance: /
• Density: 1.181g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: -15°C
• CAS DataBase Reference: Z-PHE-OME(CAS DataBase Reference)
• NIST Chemistry Reference: Z-PHE-OME(35909-92-3)
• EPA Substance Registry System: Z-PHE-OME(35909-92-3)

Safety Data

• Hazardous Substances Data: 35909-92-3(Hazardous Substances Data)

Usage

Chemical Properties

Yellowish oil

InChI:InChI=1/C18H19NO4/c1-22-17(20)16(12-14-8-4-2-5-9-14)19-18(21)23-13-15-10-6-3-7-11-15/h2-11,16H,12-13H2,1H3,(H,19,21)

Upstream product

• 107897-41-6 N-(((tert-butyldimethylsilyl)oxy)carbonyl)phenylalanine methyl ester 
• 100-39-0 benzyl bromide 
• 130680-68-1 (Z)-α-<(Benzyloxycarbonyl)amino>zimtsaeure-methylester 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 128369-71-1 (S)-methyl-(N-allyloxycarbonyl)phenylalaninate 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 173300-84-0 1,3-Bis(benzyloxycarbonyl)-3,4,5,6-tetrahydropyrimidine-2-thione 
• 24424-99-5 di-tert-butyl dicarbonate 
• 100-51-6 benzyl alcohol 
• 67-56-1 methanol 
• 25613-61-0 4-Benzyl-2,5-dioxo-oxazolidine-3-carboxylic acid benzyl ester 
• 1161-13-3 N-Cbz-L-Phe 
• 74-88-4 methyl iodide 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 111610-51-6 (S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-propionic acid sec-butyl ester 
• 118209-03-3 Z-Phe-Gly-D-Ala-OMe 
• 118209-05-5 Z-Phe-Gly-D-Phe-OMe 
• 6372-14-1 N-((benzyloxy)carbonyl)-L-phenylalaninol 
• 127041-77-4 ((1S,2R)-1-Benzyl-2-hydroxy-pent-4-enyl)-carbamic acid benzyl ester 
• 127041-76-3 ((1S,2S)-1-Benzyl-2-hydroxy-pent-4-enyl)-carbamic acid benzyl ester 
• 3338-39-4 N-benzyloxycarbonyl-L-phenylalanyl-L-alanine 
• 69193-11-9 Z-L-Phe-L-Val-NH₂ 
• 69193-13-1 Cbz-L-Phe-L-Leu-NH₂ 
• 21887-86-5 N-benzyloxycarbonyl-L-phenylalanine hydrazide 
• 1161-13-3 N-Cbz-L-Phe 
• 5241-56-5 benzyl [(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamate 
• 37440-07-6 methyl (R)-2-(benzyloxycarbonylamino)-3-phenylpropanoate 
• 59830-60-3 benzyl (1S)-(1-formyl-2-phenylethyl)carbamate 

Relevant articles and documents

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During the BOP-mediated esterification of carboxylic acids, the benzotriazolyl "esters" are formed and then transesterified by the alcohol. The experimental conditions are not critical.

An efficient, stereocontrolled and versatile synthetic route to bicyclic partially saturated privileged scaffolds

Herein, we describe the development of a simple, high yielding and stereocontrolled strategy for the synthesis of a series of triazolopiperazines and other biologically relevant fused scaffolds from optically active amino acids. This route was applied to the synthesis of 22 scaffolds containing new, previously inaccessible vectors and used to access a novel analogue of ganaplacide.

Method for selective removal of t-butyloxycarboryl from nitrogen

The invention discloses a method for selective removal of t-butyloxycarboryl from nitrogen. According to the synthesis method, directed at a reaction substrate having t-butyloxycarboryl and another acyl protecting group on a molecular nitrogen atom, in the presence of a selectfluor reagent, reaction is carried out in a solution for selective removal of t-butyloxycarboryl and retention of another acyl protecting group. The synthesis method provided by the invention is novel and efficient, is not reported in literature, and can be widely used in total synthesis and drug intermediate synthesis.