Synthesis of 35-Deoxy Amphotericin B Methyl Ester: A Strategy for Molecular Editing

A modular strategy for the assembly of amphotericin B analogues with modifications in the macrolactone ring relies on the efficient gram‐scale synthesis of all major and minor motifs of amphotericin B. Proof of concept has been achieved by the preparation of the 35‐deoxy aglycone en route to the lon...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2008-05, Vol.47 (23), p.4335-4338
Main Authors: Szpilman, Alex M, Cereghetti, Damiano M, Wurtz, Nicholas R, Manthorpe, Jeffrey M, Carreira, Erick M
Format: Article
Language:English
Subjects:
Amphotericin B - analogs & derivatives
amphotericin B
antifungal agents
Antifungal Agents - chemical synthesis
asymmetric synthesis
Methods
natural products
total synthesis
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Summary:A modular strategy for the assembly of amphotericin B analogues with modifications in the macrolactone ring relies on the efficient gram‐scale synthesis of all major and minor motifs of amphotericin B. Proof of concept has been achieved by the preparation of the 35‐deoxy aglycone en route to the long‐sought‐after 35‐deoxy analogue of amphotericin B.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200800589