2,3,4,5,6-Penta-O-acetyl-1-O-methyl-myo-inositol | 54324-59-3

• 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: 2,3,4,5,6-Penta-O-acetyl-1-O-methyl-myo-inositol
• 英文别名: per-O-acetyl-L-(+)-bornesitol；D-bornesitol pentaacetate；bornesitol pentaacetate；1L-O¹,O²,O⁴,O⁵,O⁶-pentaacetyl-O³-methyl-myo-inositol；1L-O¹,O²,O⁴,O⁵,O⁶-Pentaacetyl-O³-methyl-myo-inosit；L-1-O-Methyl-myo-inosit-pentaacetat
• CAS: 54324-59-3
• 化学式: C₁₇H₂₄O₁₁
• 分子量: 404.371
• InChiKey: PNPNMWNRROVEKX-LTAJLKHCSA-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：

  Quebrachitol, (-)- 、 乙酸酐 在 吡啶 作用下， 生成 2,3,4,5,6-Penta-O-acetyl-1-O-methyl-myo-inositol
  参考文献：
  名称：

  Behavior of Esters in Liquid Hydrogen Fluoride. Facile Inversions in the Cyclitol Series

  摘要：

  DOI：

  10.1021/ja00878a026

文献信息

• 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
  作者：Carlos Jaramillo、Jose-Luis Chiara、Manuel Martin-Lomas

  DOI：10.1021/jo00090a035

  日期：1994.6

  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.
• Plouvier, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1955, vol. 241, p. 983
  作者：Plouvier

  DOI：——

  日期：——
• <b>Cyclitols and Their Methyl Ethers. IV. The Absolute Configurations of the <b><i>myo</i></b>-Inositol Monomethyl Ethers</b>
  作者：Gerald G. Post、Laurens. Anderson

  DOI：10.1021/ja00862a031

  日期：1962.2
• 647. The structure of bornesitol
  作者：Shlomo Bien、David Ginsburg

  DOI：10.1039/jr9580003189

  日期：——
• Monoterpene diol, iridoid glucoside and dibenzo-α-pyrone from Anthocleista djalonensis
  作者：Patricia A. Onocha、Dominic A. Okorie、Joseph D. Connolly、David S. Roycroft

  DOI：10.1016/0031-9422(95)00121-m

  日期：1995.11

  Anthocleista djalonensis has provided a new monoterpene diol, djalonenol, as well as the known iridoid glucoside djalonenoside (also sweroside). Also isolated for the first time from a plant source is a dibenzo-alpha-pyrone-djalonensone, previously identified as a fungal metabolite. The structure of the new compound was elucidated on the basis of its chemical and spectral data as tetrahydro-3-hydroxy hydroxymethylene-4-(3-hydroxymethylene prop-1-ene)-2H-pyran-2-one.