TOTAL SYNTHESIS OF MONOCYCLIC BETA-LACTAM ANTIBIOTICS, NOCARDICIN-A AND NOCARDICIN-D

被引：94

作者：

KAMIYA, T

HASHIMOTO, M

NAKAGUCHI, O

OKU, T

机构：

[1] Research Laboratories, Fujisawa Pharmaceutical Co., Ltd. 2-1-6, Kashima, Yodogawa-ku, Osaka

来源：

TETRAHEDRON | 1979年 / 35卷 / 03期

关键词：

D O I：

10.1016/0040-4020(79)80070-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of monocyclic β-lactam antibiotics, nocardicins A (1a) and D (1d), is described. 3-Aminonocardicinic acid (3-ANA, 2) was synthesized from p-hydroxyphenylglycine via an acid chloride-imine cyloaddition reaction. The side chain amino acid 13 was prepared via a key step of condensation of p-hydroxyacetophenone and α-phthalimidobutyrolactone. Acylation of 3-ANA with 13 gave nocardicin D, from which nocardicin A was obtained by oximation. © 1979.

引用

页码：323 / 328

页数：6

共 23 条

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