65533-41-7Relevant articles and documents
A convenient synthesis of D-myo-inositol 1,4,5-trisphosphate (Ins(1,4,5)P3) and L-myo-inositol 1,4,5-trisphosphate (Ins(3,5,6)P3)
Leung, Lawrence W.,Bittman, Robert
, p. 171 - 179 (2007/10/03)
An efficient synthesis of an optically active inositol derivative that is a precursor to D-myo-inositol 1,4,5-trisphosphate (Ins(1,4,5)P3, (-)) is described. Crystallization of the diastereomers of (±) -1-O-[(+)- menthoxycarbonyl]-6-O-benzyl-2,3:4,5-di-O-isopropylidene-myo-inositol diastereomers from methanol gives only one diastereomer. Alkaline hydrolysis gives the useful inositol derivative (-)-6-O-benzyl-2,3:4,5-di-O- isopropylidene-myo-inositol. Likewise, crystallization of the diastereomers of (±)-3-O-[(-)-menthoxycarbonyl]-4-O-benzyl-1,2:5,6-di-O-isopropylidene- myo-inositol from methanol gave a pure compound which could be hydrolyzed to give (+)-4-O-benzyl-1,2:5,6-di-O-isopropylidene-myo-inositol, a precursor to D-myo-inositol 3,5,6-trisphosphate (Ins(3,5,6)P3, (+)). The ease with which these enantiomerically pure inositol derivatives were isolated may facilitate the synthesis of more complex inositol phosphate derivatives such as D-myo- inositol 1,3,4,5-tetrakisphosphate.
Improved preparation of acetals of myo-inositol and its (+/-)-1-benzyl ether: conformational analysis of di-O-isopropylidene-myo-inositol derivatives
Pradilla, Roberto Fernandez de la,Jaramillo, Carlos,Jimenez-Barbero, Jesus,Martin-Lomas, Manuel,Penades, Soledad,Zapata, Amparo
, p. 249 - 257 (2007/10/02)
The acid-catalysed reactions of myo-inositol with 3-5 equiv. of 2-methoxypropene or 2,2-dimethoxypropane in methyl sulfoxide or N,N-dimethylformamide gave mixtures of the 1,2:4,5-, 1,2:5,6-, and 1,2:3,4-di-O-isopropylidene derivatives with little or none