由1D-3,6-二-O-苄基-1,2-O-异亚丙基-myo-肌醇制备用于合成1D-肌醇1,4,5-三磷酸酯、2,4,5-三磷酸酯、1,4-二磷酸酯5-硫代磷酸酯和4,5-二磷酸酯1-硫代磷酸酯的中间体。
The preparation of intermediates for the synthesis of 1D-myo-inositol 1,4,5- and 2,4,5-trisphosphates, 1,4-bisphosphate 5-phosphorothioate, and 4,5-bisphosphate 1-phosphorothioate from 1D-3,6-di-O-benzyl-1,2-O-isopropylidene-myo-inositol.
作者信息
Desai T, Gigg J, Gigg R, Martín-Zamora E
机构信息
Laboratory of Lipid and General Chemistry, National Institute for Medical Research, London, United Kingdom.
出版信息
Carbohydr Res. 1994 Sep 1;262(1):59-77. doi: 10.1016/0008-6215(94)84005-9.
The preparation of 1D-1,6-di-O-benzyl-2,5-di-O-p-methoxybenzyl-myo-inositol is described. This compound and 1D-3,6-di-O-benzyl-1,2-O-isopropylidene-myo-inositol were converted into 1D-1,3,6-tri-O-benzyl-myo-inositol which was phosphorylated to give an intermediate for the synthesis of 1D-myo-inositol 2,4,5-trisphosphate. 1D-3,6-Di-O-benzyl-1,2-O-isopropylidene-myo-inositol was converted into 1D-2,3,6-tri-O-benzyl-myo-inositol (an intermediate for the synthesis of 1D-myo-inositol 1,4,5-trisphosphate) and 1D-2,3,6-tri-O-benzyl-1-O-p-methoxybenzyl-myo-inositol (an intermediate for the synthesis of the 1-phosphorothioate analogue of 1D-myo-inositol 1,4,5-trisphosphate). 1D-3,6-Di-O-benzyl-1,2-O-isopropylidene-myo-inositol was also converted into 1D-2,3,6-tri-O-benzyl-5-O-p-methoxybenzyl[and -5-O(cis-prop-1-enyl)]-myo- inositol both of which are intermediates for the synthesis of the 5-phosphorothioate analogue of 1D-myo-inositol 1,4,5-trisphosphate. The synthesis of 1D-2,3,6-tri-O-benzyl-myo-inositol 1,4-bis(dibenzyl phosphate) 5-(dibenzyl phosphorothioate) from 1D-2,3,6-tri-O-benzyl-myo-inositol 1,4-bis(dibenzyl phosphate) is described.
描述了1D-1,6-二-O-苄基-2,5-二-O-对甲氧基苄基-myo-肌醇的制备方法。该化合物和1D-3,6-二-O-苄基-1,2-O-异亚丙基-myo-肌醇被转化为1D-1,3,6-三-O-苄基-myo-肌醇，后者经磷酸化得到用于合成1D-myo-肌醇2,4,5-三磷酸的中间体。1D-3,6-二-O-苄基-1,2-O-异亚丙基-myo-肌醇被转化为1D-2,3,6-三-O-苄基-myo-肌醇（用于合成1D-myo-肌醇1,4,5-三磷酸的中间体）和1D-2,3,6-三-O-苄基-1-O-对甲氧基苄基-myo-肌醇（用于合成1D-myo-肌醇1,4,5-三磷酸的1-硫代磷酸酯类似物的中间体）。1D-3,6-二-O-苄基-1,2-O-异亚丙基-myo-肌醇还被转化为1D-2,3,6-三-O-苄基-5-O-对甲氧基苄基[和-5-O-(顺式-丙-1-烯基)]-myo-肌醇，二者均为用于合成1D-myo-肌醇1,4,5-三磷酸的5-硫代磷酸酯类似物的中间体。描述了由1D-2,3,6-三-O-苄基-myo-肌醇1,4-双（二苄基磷酸酯）合成1D-2,3,6-三-O-苄基-myo-肌醇1,4-双（二苄基磷酸酯）5-（二苄基硫代磷酸酯）的方法。
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