HIGHLY DIASTEREOSELECTIVE REACTION OF A CHIRAL, NON-RACEMIC AMIDE ENOLATE WITH (S)-GLYCIDYL TOSYLATE - SYNTHESIS OF THE ORALLY-ACTIVE HIV-1 PROTEASE INHIBITOR L-735,524
HIGHLY DIASTEREOSELECTIVE REACTION OF A CHIRAL, NON-RACEMIC AMIDE ENOLATE WITH (S)-GLYCIDYL TOSYLATE - SYNTHESIS OF THE ORALLY-ACTIVE HIV-1 PROTEASE INHIBITOR L-735,524
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DOI：
10.1016/s0040-4039(00)75787-x
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发表时间：
1994-01-31
影响因子：
1.8
通讯作者：
REIDER, PJ
中科院分区：
文献类型：
--
作者：
ASKIN, D;ENG, KK;REIDER, PJ
手性酰胺烯酸酯Li-1与(S)-缩水甘油酯tosylate 11反应得到环氧化物3，收率为72%，具有较高的非对映选择性。环氧化物3转化为口服活性HN-I蛋白酶抑制剂L-735,524，分离产率为71%。
Reaction of chiral amide enolate Li-1 with (S)-glycidyl tosylate 11 affords the epoxide 3 in 72% yield with high diastereoselectivity. Epoxide 3 is converted to the orally-active HN-I protease inhibitor L-735,524 in 71% isolated yield.