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.
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页码：323 / 328
页数：6
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