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A chemoenzymatic synthesis of ceramide trafficking inhibitor HPA-12
Seema V Kanojia1, Sucheta Chatterjee1, Subrata Chattopadhyay1
1Bio-Organic Division, Bhabha Atomic Research Centre, Mumbai 400 085, India.
Abstract:
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.
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