摘要
6-APA经酰化、氧化和羧基保护"一锅法"得到[2S-(2α,5α,6α)]-6-苯甲酰胺基-3,3-二甲基-4,7-二氧代-4-硫杂-1-氮杂二环[3.2.0]庚烷-2-羧酸二苯甲酯,再经重排、氯代、水解得[1R-[1α,5α]]-3-羧甲基-2-(7-氧代-3-苯基-4-氧杂-2,6-二氮杂二环[3.2.0]庚-2-烯-6-基)-3-丁烯酸二苯甲酯,与BF_3·Et_2O闭环后经氯加成、消除和甲氧基化等反应制得目标化合物,总收率约30%。
（6R,7R） -7-Benzamindo-3-chloromethyl-7-methoxy-8-oxo-5-oxa- 1-azabicyclo [-4.2.0] oct-2-ene-2- carboxylic acid benzhydryl ester was synthesized from 6-APA by acylation, oxidation and protection of carboxy group in one pot to give [2S- （2α,5α,6α） ] -6-benzamindo-3,3-dimethyl-4,7-dioxo-4-thio- 1-azabicyclo [-3.2.0] heptane-2-carboxylic acid benzhydryl ester, which was subjected to rearrangement, chlorination and hydrolysis followed by cyclization, addition, elimination and methoxylation with an overall yield of about 30 %.
出处
《中国医药工业杂志》
CAS
CSCD
北大核心
2007年第11期755-757,共3页
Chinese Journal of Pharmaceuticals
