455268-89-0Relevant academic research and scientific papers
Regioselectivity among six secondary hydroxyl groups: Selective acylation of the least reactive hydroxyl groups of inositol
Vibhute, Amol M.,Vidyasagar, Adiyala,Sarala, Saritha,Sureshan, Kana M.
supporting information; experimental part, p. 2448 - 2450 (2012/04/10)
We report the first, general and selective acylation of the least reactive hydroxyl group among six secondary hydroxyl groups of inositol in high yield, using very cheap and easy-to-make H2SO4-silica as the catalyst, providing easy access to bioactive molecules. The Royal Society of Chemistry 2012.
Divergent syntheses of all possible optically active regioisomers of myo-inositol tris- and tetrakisphosphates
Chung, Sung-Kee,Kwon, Yong-Uk,Shin, Jung-Han,Chang, Young-Tae,Lee, Changgook,Shin, Boo-Gyo,Kim, Kyung-Cheol,Kim, Mahn-Joo
, p. 5626 - 5637 (2007/10/03)
Since the discovery of D-myo-inositol 1,4,5-trisphosphate, which plays a pivotal role as a second messenger in transmembrane signaling, the scope of the phosphoinositide-based signaling processes has been continually expanding. However, the clear understanding of the molecular signal transduction mechanisms including the functions of newly found IPn is still lacking. As a continuing effort to our previously reported syntheses of all possible 39 optically inactive regioisomers of myoinositol phosphates (IPn; n = 1-6), we synthesized all possible optically active regioisomers of myo-IP3 and myo-IP4 using chiral IBz3s and IBz2s, respectively. A series of procedures involving CRL-catalyzed enzymatic resolution of racemic 1,2:5,6-di-O-isopropylidene-myo-inositol and base-catalyzed benzoyl migration in tri- and dibenzoyl-isopropylidene-myo-inositol afforded eight enantiomeric pairs of IBz3 and six enantiomeric pairs of IBz2, respectively. Phosphorylation of these intermediates by the phosphitylation and oxidation procedure gave the target products.
Racemic 2,4-di-O-benzoyl-myo-inositol 1,3,5-orthoformate: A versatile intermediate for the preparation of myo-inositol phosphates
Das, Tanya,Shashidhar, Mysore S.
, p. 165 - 168 (2007/10/03)
The versatility of racemic 2,4-di-O-benzoyl-myo-inositol 1,3,5- orthoformate as an intermediate for the preparation of protected myo- inositol derivatives is demonstrated. Procedures described provide simple access to several protected myo-inositol derivatives which are intermediates for the preparation of myo-inositol phosphates and racemic ononitol.
