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A short formal synthesis of squalamine from a microbial metabolite
W A Kinney1, X Zhang, J I Williams
1Magainin Pharmaceuticals Inc., 5110 Campus Drive, Plymouth Meeting, Pennsylvania 19462, USA. wkinney1@prius.jnj.com
Organic Letters
|September 15, 2000
Abstract:
A short formal synthesis of squalamine is described, utilizing the biotransformation product 2, which is available in one step from commercially available 3-keto-23,24-bisnorchol-4-en-22-ol (1). Regioselective C-22 oxidation and C-24 sulfation of the corresponding alcohols in the presence of a free C-7 alcohol make for an efficient preparation of squalamine intermediate 11.

