Comparison of racemic epi-inosose and (-)-epi-inosose

TitleComparison of racemic epi-inosose and (-)-epi-inosose
Publication TypeJournal Article
Year of Publication2011
AuthorsKrishnaswamy, S, Patil, MT, Shashidhar, MS
JournalACTA Crystallographica Section C-Crystal Structure Communications
Date PublishedNOV

The conversion of myo-inositol to epi-inositol can be achieved by the hydride reduction of an intermediate epi-inosose derived from myo-inositol. (-)-epi-Inosose, (I), crystallized in the monoclinic space group P2(1), with two independent molecules in the asymmetric unit [Hosomi et al. (2000). Acta Cryst. C56, e584-e585]. On the other hand, (2RS,3SR,5SR,6SR)epi-inosose, C6H10O6, (II), crystallized in the orthorhombic space group Pca2(1). Interestingly, the conformation of the molecules in the two structures is nearly the same, the only difference being the orientation of the C-3 and C-4 hydroxy H atoms. As a result, the molecular organization achieved mainly through strong O-H center dot center dot center dot O hydrogen bonding in the racemic and homochiral lattices is similar. The compound also follows Wallach's rule, in that the racemic crystals are denser than the optically active form.

Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)0.62
Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry