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
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
收藏
页码:680 / 682
页数:3
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