(+)-(1R,2R,3S,4S)-3,4-diacetoxy-1,2-dihydroxy-5-cyclohexene | 183004-30-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+)-(1R,2R,3S,4S)-3,4-diacetoxy-1,2-dihydroxy-5-cyclohexene
• CAS: 183004-30-0
• 化学式: C₁₀H₁₄O₆
• 分子量: 230.218
• InChiKey: QNIDVYWZVDMFEA-RGOKHQFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.86
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  93.06
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  乙酸乙烯酯 、 (+)-(1R,2R,3S,4S)-3,4-diacetoxy-1,2-dihydroxy-5-cyclohexene 反应 6.0h， 以70%的产率得到(-)-(1R,2R,3S,4S)-2-hydroxy-1,3,4-triacetoxy-5-cyclohexene
  参考文献：
  名称：

  Enzymatic desymmetrisation of conduritol D. preparation of homochiral intermediates for the synthesis of cyclitols and aminocyclitols

  摘要：

  From meso-conduritol D tetraacetate four homochiral partial derivatives, namely (+)-(1R,2R,3S,4S)-1-hydroxy-2,3,4-triacetoxy-5-cyclohexene, (-)-(1R,2R, 3S,4S)-2-hydroxy-1,3 ,4-triacetoxy-5-cyclohexene, (-)-(1R,2R, 3S,4S)-1-benzoyloxy-3,4-diacetoxy-2-hydroxy-5-cyclohexene and (+)-(1R,2R,3S,4S)-3,4-diacetoxy-1,2-dihydroxy-5-cyclohexene, have been prepared through enzymatic reactions catalysed by one of the following lipases: from porcine pancreas, from Mucor miehei and from Candida cylindracea. These compounds are of potential utility in the synthesis of cyclitols and aminocyclitols. As an example, the preparation of the previously unreported (+)-conduramine C-4 is also reported. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00342-4
• 作为产物：
  描述：

  meso-Conduritol D tetraacetate 在 正丁醇 作用下， 反应 48.0h， 以70%的产率得到(+)-(1R,2R,3S,4S)-3,4-diacetoxy-1,2-dihydroxy-5-cyclohexene
  参考文献：
  名称：

  Enzymatic desymmetrisation of conduritol D. preparation of homochiral intermediates for the synthesis of cyclitols and aminocyclitols

  摘要：

  From meso-conduritol D tetraacetate four homochiral partial derivatives, namely (+)-(1R,2R,3S,4S)-1-hydroxy-2,3,4-triacetoxy-5-cyclohexene, (-)-(1R,2R, 3S,4S)-2-hydroxy-1,3 ,4-triacetoxy-5-cyclohexene, (-)-(1R,2R, 3S,4S)-1-benzoyloxy-3,4-diacetoxy-2-hydroxy-5-cyclohexene and (+)-(1R,2R,3S,4S)-3,4-diacetoxy-1,2-dihydroxy-5-cyclohexene, have been prepared through enzymatic reactions catalysed by one of the following lipases: from porcine pancreas, from Mucor miehei and from Candida cylindracea. These compounds are of potential utility in the synthesis of cyclitols and aminocyclitols. As an example, the preparation of the previously unreported (+)-conduramine C-4 is also reported. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00342-4