I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.
2,3-O-Isopropylidene-alpha,beta-D-ribofuranose is used as a pharmaceutical intermediate.
J.Grant Buchanan, Allan D. Dunn, Alan R. Edgar. Reaction of ethynylmagnesium bromide with 2,3-O-isopropylidene-D-ribose and 2,3:5,6-di-O-isopropylidene-D-mannofuranose: syntheses of glycofuranosylethynes. Carbohydrate Research. 1974, 36 (1), C5-C7.
N.A. Hughes.; P.R.H. Speakman. New isopropylidene derivatives of d-ribose: 1,2:3,4-di-O-isopropylidene-d-ribopyranose and 1,2-O-isopropylidene-d-ribopyranose. Carbohydrate Research. 1965, 1 (2), 171-175.
Reaction of this hemiacetal with various organometallic species provides routes to a number of synthetic targets, e.g.: (-)-5-epishikimic acid: Tetrahedron Lett., 35, 5505 (1994); J. Chem. Soc., Perkin 1, 1805 (1997), aminocyclopentitols: Tetrahedron: Asymmetry, 6, 1547 (1995), cyclopentane-type glycosidase inhibitors: J. Org. Chem., 61, 1354 (1996). Reaction with cysteamine leads to diastereomerically pure analogues of the alkaloids castanospermine and australine: Tetrahedron Lett., 37, 49 (1996).