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Synthetic study on telomerase inhibitor, D8646-2-6: synthesis of the key intermediate using Sn(OTf)2 or Sc(OTf)3 mediated aldol-type reaction and Stille coupling.

作者信息

Kanai Akira, Takeda Yoshifumi, Kuramochi Kouji, Nakazaki Atsuo, Kobayashi Susumu

机构信息

Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI), Chiba, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2007 Mar;55(3):495-9. doi: 10.1248/cpb.55.495.

Abstract

The synthesis of the key intermediate (4) in the proposed route to D8646-2-6 is described. The aldol reaction of the carbohydrate-containing pyrone 7 with the aldehyde 6 was accomplished by using LiHMDS and Sc(OTf)3 or Sn(OTf)2. The stepwise dehydration reaction of the aldol adduct 14, followed by Stille coupling with vinyl stannane 5 which contained phosphonate gave the desired 4.

摘要

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