Process for the preparation of castanospermine

Details Process for the preparation of castanospermine Process for the preparation of castanospermine

C - Chemistry, Metallurgy

07

D

260/228, 260/272

C07D 471/04 (2006.01) C07D 493/04 (2006.01) C07D 493/14 (2006.01) C07H 9/04 (2006.01)

Patent

CA 2037608

Castanospermine is prepared by starting from 5-(t-BOC)amino-5-deoxy-1,2-O-isopropylidene-.alpha.-D-glucuronolactone. Two additional carbons are added to the starting material using ethyl acetate and a strong base and the resulting cyclic hemiketal is subjected to a series of reductions, with intervening removal of protecting groups, to give the castanospermine. A substituted hydroxypyrrolidinone and a substituted hydroxypyrrolidine serve as intermediates in the process.

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