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ChemicalBook CAS DataBase List bengamide B
104947-69-5

bengamide B synthesis

8synthesis methods
-

Yield:104947-69-5 89%

Reaction Conditions:

Stage #1: (3S,6S)-6-[((2R,3R,4R,5R,6E)-5-{[(tert-butyl)dimethylsilyl]oxy}-3-hydroxy-2-methoxy-8-methyl-4-[(2-naphthyl)methoxy]non-6-enoyl)amino]-2,3,4,5,6,7-hexahydro-7-oxo-1-methylazepin-3-yl tetradecanoatewith 2,3-dicyano-5,6-dichloro-p-benzoquinone in methanol;dichloromethane at 20; for 2 h;
Stage #2: with pyridinium p-toluenesulfonate in methanol;dichloromethane at 45; for 6 h;

References:

Boeckman Jr., Robert K.;Clark, Tammy J.;Shook, Brian C. [Helvetica Chimica Acta,2002,vol. 85,# 12,p. 4532 - 4560]