D-1,5-di-O-benzoyl-4-O-benzyl-2,3-O-cyclohexylidene-6-deoxy-myo-inositol | 200272-85-1

• 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: D-1,5-di-O-benzoyl-4-O-benzyl-2,3-O-cyclohexylidene-6-deoxy-myo-inositol
• CAS: 200272-85-1
• 化学式: C₃₃H₃₄O₇
• 分子量: 542.629
• InChiKey: PZGMJNKGAZUNDB-ABVIYVDXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.87
• 重原子数：
  40.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  80.29
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  D-1,5-di-O-benzoyl-4-O-benzyl-2,3-O-cyclohexylidene-6-deoxy-myo-inositol 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 D-4-O-benzyl-2,3-O-cyclohexylidene-6-deoxy-myo-inositol
  参考文献：
  名称：

  Stereoselective synthesis of 6-deoxy and 3,6-dideoxy-D-myo-inositol precursors of deoxy-myo-inositol phosphate analogues from D-galactose

  摘要：

  The synthesis of chiral protected D-6-deoxy-myo-inositol derivatives from D-galactose is described. Ferrier rearrangement of hexenogalactopyranosides has been employed to produce the corresponding 6-deoxy-cyclohexanone polyols. The stereoselectivity of the carbocyclic transformation was discussed on the basis of the experimental data and a mechanism has been proposed. From deoxy-inososes, the access to a variety of 6-deoxy and 3,6-dideoxy-myo-inositol was performed to prepare suitable monool, diol and triol precursors for the synthesis of D-deoxy-myo-inositol phosphate analogues. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10101-6
• 作为产物：
  描述：

  methyl 2-O-benzyl-6-bromo-3,4-O-cyclohexylidene-6-deoxy-β-D-galactopyranoside 在 偶氮二甲酸二异丙酯 、 sodium hydride 、 lithium tri-t-butoxyaluminum hydride 、 硫脲 、 三苯基膦 、 mercury dichloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 D-1,5-di-O-benzoyl-4-O-benzyl-2,3-O-cyclohexylidene-6-deoxy-myo-inositol
  参考文献：
  名称：

  Stereoselective synthesis of 6-deoxy and 3,6-dideoxy-D-myo-inositol precursors of deoxy-myo-inositol phosphate analogues from D-galactose

  摘要：

  The synthesis of chiral protected D-6-deoxy-myo-inositol derivatives from D-galactose is described. Ferrier rearrangement of hexenogalactopyranosides has been employed to produce the corresponding 6-deoxy-cyclohexanone polyols. The stereoselectivity of the carbocyclic transformation was discussed on the basis of the experimental data and a mechanism has been proposed. From deoxy-inososes, the access to a variety of 6-deoxy and 3,6-dideoxy-myo-inositol was performed to prepare suitable monool, diol and triol precursors for the synthesis of D-deoxy-myo-inositol phosphate analogues. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10101-6