Large-Scale Synthesis of Singh's Catalyst in a One-Pot Procedure Starting from Proline

被引：12

作者：

Berkessel, Albrecht ^{[1
]}

Harnying, Wacharee ^{[1
]}

Duangdee, Nongnaphat ^{[1
]}

Neudoerfl, Joerg-M. ^{[1
]}

Groeger, Harald ^{[2
]}

机构：

[1] Univ Cologne, Dept Chem Organ Chem, D-50939 Cologne, Germany

[2] Univ Bielefeld, Dept Chem Organ Chem 1, D-33501 Bielefeld, Germany

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2012年 / 16卷 / 01期

关键词：

DIRECT ALDOL REACTION; AQUEOUS-MEDIUM; CHEMISTRY; PEPTIDES; ACID;

D O I：

10.1021/op200283q

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A practical one-pot procedure for the preparation of Singh's catalyst from either L-/D-proline or Boc-proline is described. The coupling partner, a chiral amino alcohol, can be prepared and used directly without purification from the corresponding amino acid ester. Moreover, a procedure for tert-butoxycarbonyl (Boc) group removal using concentrated HCl in MeOH-DCM was developed and utilized for the multigram-scale synthesis of Singh's catalyst.

引用

页码：123 / 128

页数：6

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