1,6-di-O-acetyl-D-mannitol | 91237-10-4

• 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: 1,6-di-O-acetyl-D-mannitol
• 英文别名: O¹,O⁶-diacetyl-D-mannitol；O¹,O⁶-Diacetyl-D-mannit；[(2R,3R,4R,5R)-6-acetyloxy-2,3,4,5-tetrahydroxyhexyl] acetate
• CAS: 91237-10-4
• 化学式: C₁₀H₁₈O₈
• 分子量: 266.248
• InChiKey: HWKVERSUMNHFDR-ZYUZMQFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,2,4:5,6,3-di-O-orthoacetyl-D-mannitol 在 氢气 作用下， 生成 1,6-di-O-acetyl-D-mannitol
  参考文献：
  名称：

  Selective transformation of acetonides to orthoesters: an application of a photoinduced electron transfer process

  摘要：

  Irradiation of alpha,beta -acetonides of polyols and sugars in the presence of benzene 1,2,4,5-tetracarbonitrile causes cleavage of a methyl radical and generates an alpha,alpha -dioxy carbocation. The subsequent nucleophile addition gives different kinds of derivatives depending on the acetonide structure. Cyclic othoesters are formed when a delta -hydroxyl group is present, while in the other case, intermolecular trapping by moisture, present in the solvent (acetonitrile) or by added alchols occurs and gives orthoacids. With galactopyranose acetonide, efficient intermolecular trapping by a second molecule of sugar has been obtained. Useful synthetic intermediates such as hydroxy acetates are in turn obtained by selective hydrolysis of the methoxyethylidene derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01011-5

文献信息

• Lindberg, Acta Chemica Scandinavica (1947), 1953, vol. 7, p. 1119,1121
  作者：Lindberg

  DOI：——

  日期：——
• Lindberg, Acta Chemica Scandinavica (1947), 1955, vol. 7, p. 1119,1123
  作者：Lindberg

  DOI：——

  日期：——