943542-46-9Relevant academic research and scientific papers
TOTAL SYNTHESIS OF SALINOSPORAMIDE A AND ANALOGS THEREOF
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, (2008/06/13)
The present invention relates to certain compounds and to methods for the preparation of certain compounds that can be used in the fields of chemistry and medicine. Specifically, described herein are methods for the preparation of various compounds and intermediates, and the compounds and intermediates themselves. More specifically, described herein are methods for synthesizing Salinosporamide A and its analogs from a compound of formula (V).
Enantioselective total synthesis of (-)-salinosporamide A (NPI-0052)
Ling, Taotao,Macherla, Venkat R.,Manam, Rama Rao,McArthur, Katherine A.,Potts, Barbara C. M.
, p. 2289 - 2292 (2008/02/05)
A novel enantioselective total synthesis of 20S proteasome inhibitor Salinosporamide A (NPI-0052; 1) is presented. Key features include intramolecular aldol cyclization of 6 to simultaneously generate the three chiral centers of advanced intermediate 5, cyclohexene ring addition using B-2-cyclohexen-1-yl-9-BBN, and inversion of the C-5 stereocenter by oxidation followed by enantioselective enzymatic reduction.
