1,2,3,4,5-Penta-O-acetyl-6-O-methyl-D-chiro-inositol | 135267-03-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2,3,4,5-Penta-O-acetyl-6-O-methyl-D-chiro-inositol
• 英文别名: 1-O-Methyl-(+)-inosit-pentaacetat
• CAS: 135267-03-7
• 化学式: C₁₇H₂₄O₁₁
• 分子量: 404.371
• InChiKey: PNPNMWNRROVEKX-NQLMQOPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.33
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  140.73
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为产物：
  描述：

  1-D-O-Methyl-chiro-inositol 、 乙酸酐 在 吡啶 作用下， 反应 16.0h， 生成 1,2,3,4,5-Penta-O-acetyl-6-O-methyl-D-chiro-inositol
  参考文献：
  名称：

  An Effective Strategy for the Synthesis of 6-O-(2-Amino-2-deoxy-.alpha.-D-glucopyranosyl)-D-chiro- and -D-myo-inositol 1-Phosphate Related to Putative Insulin Mimetics

  摘要：

  Two glycosylinositol phosphates related to putative insulin mimetics, 6-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-D-chiro-inositol 1-phosphate (1) and 6-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-D-myo-inositol 1-phosphate (2), have been synthesized from selectively protected and enantiomerically pure D-chiro- and myo-inositol derivatives. The D-chiro-inositol unit was prepared in a multigram scale from D-glucose using the Ferrier's carbocyclization route, and it was transformed into the corresponding myo epimer by an oxidation-reduction sequence. The trichloroacetimidate method was applied efficiently for the key glycosylation of the inositol derivatives.

  DOI：

  10.1021/jo00090a035

文献信息

• Angyal,S.J.; Stewart,T.S., Australian Journal of Chemistry, 1967, vol. 20, p. 2117 - 2136
  作者：Angyal,S.J.、Stewart,T.S.

  DOI：——

  日期：——