A short, stereocontrolled, and practical synthesis of α-methylomuralide, a potent inhibitor of proteasome function

A short, stereocontrolled, and practical synthesis of α-methylomuralide, a potent inhibitor of proteasome function
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DOI:
10.1021/jo0268916
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发表时间:
2003-04-04
影响因子:
3.6
通讯作者:
Corey, EJ
Corey, EJ
中科院分区:
化学2区
文献类型:
--
作者:
Saravanan, P;Corey, EJ

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An efficient and practical synthesis of alpha-methylomuralide (3), a selective inhibitor of proteasomes, has been developed as outlined in Scheme 1. Among the advantages of this route of synthesis over previously described approaches are (1) ease of scale-up and (2) high yields (28% overall yield of a-methylomuralide from 6) and stereocontrol (including high enantiocontrol). The synthesis is well suited to the production of 3 in the quantities needed for material-intensive in vivo investigations.