Z-L-phenylalanine N-hydroxysuccinimide ester

CAS: 3397-32-8

Ref. 3D-FP47840

Product Information

• Name: Z-L-phenylalanine N-hydroxysuccinimide ester
• Synonyms: Z-L-Phe-OSu, (2,5-Dioxopyrrolidin-1-yl) (2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate, (S)-2,5-Dioxopyrrolidin-1-yl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate, 2,5-dioxopyrrolidin-1-yl N-[(benzyloxy)carbonyl]-D-phenylalaninate, 2,5-dioxopyrrolidin-1-yl N-[(benzyloxy)carbonyl]phenylalaninate, <span class="text-smallcaps">L</span>-Phenylalanine, N-[(phenylmethoxy)carbonyl]-, 2,5-dioxo-1-pyrrolidinyl ester, Alanine, N-carboxy-3-phenyl-, N-benzyl ester, succinimido deriv., <span class="text-smallcaps">L</span>-, Benzyl (S)-(2-((2,5-dioxo-1-pyrrolidinyl)oxy)-2-oxo-1-(phenylmethyl)ethyl)-carbamate, Carbamic acid, [(1S)-2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxo-1-(phenylmethyl)ethyl]-, phenylmethyl ester, Carbamic acid, [2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxo-1-(phenylmethyl)ethyl]-, phenylmethyl ester, (S)-, N-Carbobenzyloxy-<span class="text-smallcaps">L</span>-phenylalanyl N-hydroxysuccinimide ester, Succinimide, N-[(N-carboxy-3-phenyl-<span class="text-smallcaps">L</span>-alanyl)oxy]-, benzyl ester

Description

The Z-L-phenylalanine N-hydroxysuccinimide ester is an organocatalytic agent that is used to introduce a silyl group. It reacts with amines to form chloroformates and catalyzes the reaction between carbonyl groups and amides, which are used in peptide synthesis. The Z-L-phenylalanine N-hydroxysuccinimide ester stabilizes the carbonyl group during dehydration of the hydroxyl group, preventing it from forming a stable ketone or enol. This process is catalysed by amines, which react with the carboxylic acid to produce an amide.

• Brand: Biosynth

Chemical properties

• Molecular weight: 396.39 g/mol
• Formula: C₂₁H₂₀N₂O₆
• Purity: Min. 95%