The synthesis of (+)- and (−)-1-benzoyl-1,2,2a,3,4,5-hexahydrobenz[cd]indol-4-amine, and preparation of LY228729. |
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| Authors: | Michael J Martinelli M Robert Leanna David L Varie Barry C Peterson Thomas J Kress James P Wepsiec Vien V Khau |
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| Institution: | aChemical Process Research & Development Lilly Research Laboratories Eli Lilly and Company Indianapolis, Indiana 46285 U.S.A. |
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| Abstract: | Racemic epoxide5 was reacted with S-Phenylethylamine to afford diastereomers6 and7, from which amino alcohol6 could be isolated directly. Aziridine formation and tandem-hydrogenolysis provided optically pure primary amine2 (31% from racemic4), which was further elaborated to LY228729 (15), an interesting 5HT1a receptor agonist. |
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