Réaction #83395

ord-f2485a4c07ac4dc0821a11680da6b71a

Équation de réaction

Cl
HCl
COC(=O)[C@@H]1CCC(=O)N1Cc1ccc(C#N)cc1
N-(4-Cyanobenzyl)-L-pyroglutamic acid methyl ester
[Li+].[OH-]
LiOH
→
N#Cc1ccc(CN2C(=O)CC[C@H]2C(=O)O)cc1
title compound
N#Cc1ccc(CN2C(=O)CC[C@H]2C(=O)O)cc1
N-(4-Cyanobenzyl)-L-pyroglutamic acid
[Cl-].[Li+]
LiCl

Réactifs

Cl
HCl
COC(=O)[C@@H]1CCC(=O)N1Cc1ccc(C#N)cc1
N-(4-Cyanobenzyl)-L-pyroglutamic acid methyl ester
[Li+].[OH-]
LiOH

Réactifs

Aucun

Solvants

C1CCOC1.O
THF H2O

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.STIRRINGAfter stirring for 3 h
  2. 2
    Concentrationconcentrated to dryness

Mode opératoire

N-(4-Cyanobenzyl)-L-pyroglutamic acid methyl ester (0.875 g, 0.0034 mol) was dissolved in THF:H2O (3:1) (12 mL) and treated with LiOH (0.294 g, 0.007 mol) with stirring at ambient temperature. After stirring for 3 h, the solution was neutralized with 1N HCl, and concentrated to dryness to give the title compound and 2.1 eq of LiCl which was used without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05624936uspto-grants-1997_04