1ST SYNTHESIS OF (+)-SEPTORINE

被引:9
|
作者
OHTA, A
KOJIMA, A
SAITO, T
KOBAYASHI, K
SAITO, H
WAKABAYASHI, K
HONMA, S
SAKUMA, C
AOYAGI, Y
机构
[1] Tokyo College of Pharmacy, Hachioji, Tokyo, 192-03
关键词
D O I
10.3987/COM-91-5682
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(+)-Septorine, a metabolite of Septoria nodorum, was synthesized via alanyl-isoleucyl anhydride (2) from L-isoleucine at the first time. Compound (2) was led to a pyrazine-carboxaldehyde (13), which was treated with p-methoxymethoxy-phenylmagnesium bromide to afford an alcohol (14) in a quantative yield. The alcohol (14) was oxidized to a ketone (16), which was subjected to the Pummerer reaction and the following hydrolysis to give (+)-septorine.
引用
收藏
页码:923 / 936
页数:14
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