Asymmetric synthesis of D-(E)-2-amino-5-phosphono-3-pentenoic acid (APPA) by using a chiral auxiliary

被引：4

作者：

Fukuari, M ^{[1
]}

Ichimoto, I ^{[1
]}

Kirihata, M ^{[1
]}

机构：

[1] UNIV OSAKA PREFECTURE, COLL AGR, DEPT APPL BIOCHEM, SAKAI, OSAKA 593, JAPAN

来源：

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY | 1996年 / 60卷 / 04期

关键词：

phosphorus amino acid; asymmetric synthesis; D-2-amino-5-phosphono-3-pentenoic acid;

D O I：

10.1271/bbb.60.680

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：

The synthesis of D-2-amino-5-phosphono-3-pentenoic acid (1) is reported. The key intermediate, a (2R,3S)-3-hydroxyallylglycine derivative (8), was prepared by the reaction of (5S)-3,6-dimethoxy-5-isopropyl-2,4-dihydropyrazine (2) and acrolein in the presence of chlorotitanium tris(diethylamide). The transformation of 8 into 1 via allylic alcohol 11 was carried out by following the reported route.

引用

页码：680 / 682

页数：3

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