A convenient synthesis of immunosuppressive agent FTY720 using the petasis reaction |
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| Authors: | Sugiyama Shigeo Arai Satoshi Kiriyama Matsuri Ishii Keitaro |
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| Institution: | Meiji Pharmaceutical University, Tokyo, Japan. |
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| Abstract: | A convenient synthesis of immunosuppressive agent FTY720 (1) using the Petasis reaction was developed. 4-Octylbenzaldehyde (9) was converted into 1-ethenyl-4-octylbenzene (11) by two-step synthesis. Hydroboration of 11 using catecholborane and hydrolysis gave (E)-2-(4-octylphenyl)vinylboronic acid (4). The Petasis reaction of 4, dihydroxyacetone (3), and benzylamine following catalytic hydrogenation afforded FTY720 (1). |
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