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 |
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| Authors: | Kanai Akira Takeda Yoshifumi Kuramochi Kouji Nakazaki Atsuo Kobayashi Susumu |
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| Institution: | Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI), Chiba, Japan. |
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| 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. |
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