methyl (2S)-1-(4-methoxybenzyl)pyroglutamate

Base Information

Chemical Name:methyl (2S)-1-(4-methoxybenzyl)pyroglutamate
CAS No.:87341-38-6
Molecular Formula:C₁₄H₁₇NO₄
Molecular Weight:263.293
Hs Code.:

Synonyms:methyl (2S)-1-(4-methoxybenzyl)pyroglutamate

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Chemical Property of methyl (2S)-1-(4-methoxybenzyl)pyroglutamate

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Technology Process of methyl (2S)-1-(4-methoxybenzyl)pyroglutamate

There total 5 articles about methyl (2S)-1-(4-methoxybenzyl)pyroglutamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 4931-66-2
methyl (S)-pyroglutamate

: 87341-38-6
methyl (2S)-1-(4-methoxybenzyl)pyroglutamate

Guidance literature:: methyl (S)-pyroglutamate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -20 ℃; for 1h; Inert atmosphere;

p-Methoxybenzyl bromide; In tetrahydrofuran; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.05.017

Reference yield:

: 73995-62-7
(S)-2-{[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-amino}-pentanedioic acid dimethyl ester

: 87341-38-6
methyl (2S)-1-(4-methoxybenzyl)pyroglutamate

: (S)-2-(4-Methoxy-benzylamino)-pentanedioic acid dimethyl ester

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h; Title compound not separated from byproducts;
DOI:10.1016/0040-4020(96)00732-6

Reference yield:

: 6525-53-7,16422-27-8,40149-68-6
L-glutamic acid dimethyl ester

: 87341-38-6
methyl (2S)-1-(4-methoxybenzyl)pyroglutamate

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N, MgSO₄ / CH₂Cl₂ / Ambient temperature

2: 1.) NaBH₄ / 1.) MeOH, 0 deg C, 60 min, 2.) xylene, reflux, overnight

With sodium tetrahydroborate; magnesium sulfate; triethylamine; In dichloromethane;
DOI:10.1016/0040-4020(96)00732-6