Synthesis of mono- and di-hydroxylated prolines and 2-hydroxymethylpyrrolidines from non-carbohydrate precursors

被引：31

作者：

El-Ashry, ESH ^{[1
]}

El Nemr, A

机构：

[1] Univ Alexandria, Fac Sci, Dept Chem, Alexandria, Egypt

[2] Natl Inst Oceanog & Fisheries, Environm Div, Alexandria, Egypt

来源：

CARBOHYDRATE RESEARCH | 2003年 / 338卷 / 22期

关键词：

hydroxyproline; dihydroxyproline; hydroxypyrrolidine; glycosidase inhibitors; deoxy imino sugars;

D O I：

10.1016/j.carres.2003.09.002

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Natural and synthetic imino sugars are biologically important as glycosidase inhibitors. This review includes selected syntheses of 3-hydroxyproline, 4-hydroxyproline, 3,4-dihydroxyproline, 2-hydroxymethyl-3-hydroxypyrrolidine and 2-hydroxymethyl-pyrrolidine-3,4-diol, which exhibit glycosidase inhibitory and various other biological activities. (C) 2003 Published by Elsevier Ltd.

引用

页码：2265 / 2290

页数：26

共 94 条

[91]

WEHNER V, 1990, ANGEW CHEM, V102, P1180

[92] Synthesis of l-2,3-trans-3,4-cis-dihydroxyproline building blocks for peptide synthesis [J].

Weir, CA ;

Taylor, CM .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (05) :1554-1558

[93]

WOLFF JS, 1966, J BIOL CHEM, V241, P1300

[94] Total synthesis of both enantiomers of trans-2,3-cis-3,4-dihydroxyproline [J].

Zanardi, F ;

Battistini, L ;

Nespi, M ;

Rassu, G ;

Spanu, P ;

Cornia, M ;

Casiraghi, G .

TETRAHEDRON-ASYMMETRY, 1996, 7 (04) :1167-1180

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