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Synthesis of amphotericin B. 2. fragment C-D of the aglycone

✍ Scribed by Diane Boschelli; Toshiro Takemasa; Yasuhiro Nishitani; Satoru Masamune

Publisher: Elsevier Science
Year: 1985
Tongue: French
Weight: 257 KB
Volume: 26
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)95004-4

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✦ Synopsis

Fragment C-D, the C(Zl)-C(37) unit of the aglycone of amphotericin B, has been synthesized. Amphotericin B (l), a 38-membered polyenemacrolide antibiotic,I has been one of our synthetic target molecules. This molecule is retrosynthetically dissected into four fragments A, B, C, and D as indicated, and fragments A and B have already been prepared.2,3,4 This Note describes syntheses of the remaining fragments D [C(33)-C(37) unit, (2)] and C [C(Zl)-C(32) unit, (3)] and assembly of the two fragments to provide fragment C-D [C(21)-C(37), (4)] which is suitably functionalized for further transformations.

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