602278-90-0Relevant articles and documents
Resolution of synthetically useful myo-inositol derivatives using the chiral auxiliary O-acetylmandelic acid
Sureshan, Kana M.,Kiyosawa, Yoko,Han, Fushe,Hyodo, Sayuri,Uno, Yuhki,Watanabe, Yutaka
, p. 231 - 241 (2007/10/03)
Efficient methods for the resolution of various myo-inositol derivatives have been developed using O-acetylmandelic acid (OAM) as the chiral auxiliary. Various methods of introduction of the chiral auxiliary have been compared. DCC mediated coupling betwe
A simple and practical resolution of 1,2:4,5-di-O-isopropylidene-myo-inositol
Sureshan, Kana M.,Yamasaki, Toru,Hayashi, Minoru,Watanabe, Yutaka
, p. 1771 - 1774 (2007/10/03)
An efficient method for the resolution of 1,2:4,5-di-O-isopropylidene-myo-inositol has been developed. The diketal was converted to diastereomeric 3,6-di-O-mandelates by the reaction with (S)-O-acetylmandeloyl chloride. Both the diastereomers could be separated by sequential crystallization in multi-gram quantities. The enantiomers of the diol were obtained by removal of the chiral auxiliaries. Also the trans-isopropylidene was cleaved efficiently to obtain another pair of chiral diols.