A chemoenzymatic synthesis of ceramide trafficking inhibitor HPA-12

被引:3
|
作者
Kanojia, Seema V. [1 ]
Chatterjee, Sucheta [1 ]
Chattopadhyay, Subrata [1 ]
Goswami, Dibakar [1 ,2 ]
机构
[1] Bhabha Atom Res Ctr, Bioorgan Div, Mumbai 400085, Maharashtra, India
[2] Homi Bhabha Natl Inst, Training Sch Complex, Mumbai 400094, Maharashtra, India
来源
关键词
AD mix-beta; bmim][PF6; DDQ; HPA-12; lipase; LIPASE-CATALYZED REACTIONS; TRANSPORT PROTEIN CERT; BETA-AMINO KETONES; ASYMMETRIC-SYNTHESIS; ENZYMATIC RESOLUTION; PSEUDOMONAS-CEPACIA; PRACTICAL SYNTHESIS; HOMOALLYL ALCOHOLS; IONIC LIQUIDS; BIOCATALYSIS;
D O I
10.3762/bjoc.15.42
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A chemoenzymatic synthesis of the title compound has been developed using an efficient and highly enantioselective lipase-catalyzed acylation in a hydrophobic ionic liquid, [bmim][PF6], followed by a diastereoselective asymmetric dihydroxylation as the key steps for incorporating the stereogenic centers. The further conversion to the appropriate intermediates and subsequent acylation with lauric acid furnished the target compound.
引用
收藏
页码:490 / 496
页数:7
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