ASYMMETRIC-SYNTHESIS OF A PROTECTED PHOSPHONATE ISOSTERE OF PHOSPHOTHREONINE FOR SOLID-PHASE PEPTIDE-SYNTHESIS

被引：30

作者：

RUIZ, M ^{[1
]}

OJEA, V ^{[1
]}

SHAPIRO, G ^{[1
]}

WEBER, HP ^{[1
]}

POMBOVILLAR, E ^{[1
]}

机构：

[1] SANDOZ PHARMA LTD, PRECLIN RES, CH-4002 BASEL, SWITZERLAND

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 26期

关键词：

D O I：

10.1016/S0040-4039(00)60725-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first enantiospecific synthesis of 2, a phosphonate isostere of phosphothreonine suitably protected for solid-phase peptide synthesis, has been achieved by coupling the highly face-selective conjugate addition of the lithium salt of Schollkopf's bislactim ether to E-prop-2-enyl-phosphonates with a selective enzymatic carboxylic ester hydrolysis. The absolute configuration of the products has been assigned from the X-ray structure of the adduct 9c.

引用

页码：4551 / 4554

页数：4

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