(-)-3-O-allyl-4,5,6-tri-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol | 180979-78-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (-)-3-O-allyl-4,5,6-tri-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol
• 英文别名: (1R,2R,3S,4S,5R,6S)-2-[(4-methoxyphenyl)methoxy]-3,4,5-tris(phenylmethoxy)-6-prop-2-enoxycyclohexan-1-ol
• CAS: 180979-78-6
• 化学式: C₃₈H₄₂O₇
• 分子量: 610.747
• InChiKey: MLRCAZPIDNVTAZ-HFSACJMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  45
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (-)-3-O-allyl-4,5,6-tri-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol 在 palladium on activated charcoal 水 、 sodium hydride 、 对甲苯磺酸 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 苯酚,4-氨基-2,3,6-三氟-
  参考文献：
  名称：

  Synthesis of the D-3 Series of Phosphatidylinositol Phosphates

  摘要：

  The 3-mono-, 3,4-bis-, and 3,4,5-trisphosphates of L-alpha-phosphatidyl-D-myo-inositol have been synthesized in their optically active forms from the two enantiomers of 1,2:5,6-di-O-cyclohexylidenemyo-inositol. These chiral precursors were prepared by a facile biocatalytic resolution, in which the 8-butyryl ester of the racemic compound was subjected to enantioselective hydrolysis by porcine pancreatic lipase in a biphasic system. The overall yield from individual chiral precursors ranged from 32% for the 3,4,5-trisphosphate to 39% for the monophosphate.

  DOI：

  10.1021/jo960602u
• 作为产物：
  描述：

  4-O-苄基-1,2:5,6-二-O-环亚己基-L-肌醇 在 甲醇 、 sodium hydride 、 二正丁基氧化锡 、 乙酰氯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 20.75h， 生成 (-)-3-O-allyl-4,5,6-tri-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol
  参考文献：
  名称：

  Synthesis of the D-3 Series of Phosphatidylinositol Phosphates

  摘要：

  The 3-mono-, 3,4-bis-, and 3,4,5-trisphosphates of L-alpha-phosphatidyl-D-myo-inositol have been synthesized in their optically active forms from the two enantiomers of 1,2:5,6-di-O-cyclohexylidenemyo-inositol. These chiral precursors were prepared by a facile biocatalytic resolution, in which the 8-butyryl ester of the racemic compound was subjected to enantioselective hydrolysis by porcine pancreatic lipase in a biphasic system. The overall yield from individual chiral precursors ranged from 32% for the 3,4,5-trisphosphate to 39% for the monophosphate.

  DOI：

  10.1021/jo960602u