Patent ID: 7126015
Filing Date: 2006-10-24
Classification: A61P,C07D

Abstract:
1. A method for the synthesis of hexahydro-furo[2,3-b]furan-3-ol of formula (7) starting from an intermediate of formula (1) wherein P 1 and P 2 represent each independently a hydrogen, a hydroxy-protecting group or may together form a vicinal-diol protecting group, transforming said intermediate of formula (1) into a nitromethane derivative of formula (3) wherein R 1 represents alkyl, aryl or aralkyl, R 2 represents hydrogen or C(═O)OR 3 , R 3 represents alkyl, aryl or aralkyl, or R 3 , if present, and R 1 taken together with the atoms to which they are attached may form a 6 to 8-membered cyclic group which may be optionally substituted with alkyl, aralkyl, or aryl, subsequently transforming said nitromethane derivative into a tetrahydrofuran derivative of formula (6) wherein OR 4 represents an alcoholate, and then transforming the intermediate of formula (6) into hexahydro-furo[2,3-b]furan-3-ol of formula (7) by way of an intramolecular cyclisation reaction