Volume 18, Issue 38
Natural Products
Full Access

ChemInform Abstract: Synthesis of Amino Acid Esters by Papain.

D. CANTACUZENE

D. CANTACUZENE

Dep. Biochim. Genet. Mol., Inst. Pasteur, CNRS, 75724 Paris, Fr.

Search for more papers by this author
F. PASCAL

F. PASCAL

Dep. Biochim. Genet. Mol., Inst. Pasteur, CNRS, 75724 Paris, Fr.

Search for more papers by this author
C. GUERREIRO

C. GUERREIRO

Dep. Biochim. Genet. Mol., Inst. Pasteur, CNRS, 75724 Paris, Fr.

Search for more papers by this author
First published: September 22, 1987

Abstract

A wide range of N-Boc amino acid esters, such as (I), can be prepared from the corresponding acids and alcohols using papain in a biphasic system.

ChemInform Abstract

A wide range of N-Boc amino acid esters, such as (I), can be prepared from the corresponding acids and alcohols using papain in a biphasic system. When optimal reaction conditions are used, the yields for (Ia) become excellent (70-90%). In the case of the sterically hindered (Ib), however, only low to moderate yields are obtained (22-40%). The methodology allows reactions without protection of theside chain. In dicarboxylic amino acids only the α-carbonyl group is esterified, without racemization.

    The full text of this article hosted at iucr.org is unavailable due to technical difficulties.