(-)-(1R,2S,3S,4R)-2,3,4-trihydroxy-cyclohex-5-ene-1-carboxylic acid | 1261160-13-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (-)-(1R,2S,3S,4R)-2,3,4-trihydroxy-cyclohex-5-ene-1-carboxylic acid
• 英文别名: (1R,4R,5S,6S)-4,5,6-trihydroxycyclohex-2-enecarboxylic acid；(1R,4R,5S,6S)-4,5,6-trihydroxycyclohex-2-ene-1-carboxylic acid
• CAS: 1261160-13-7
• 化学式: C₇H₁₀O₅
• 分子量: 174.153
• InChiKey: SBJBXBLDRZXEKT-ZXXMMSQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 (-)-(1R,2S,3S,4R)-2,3,4-trihydroxy-cyclohex-5-ene-1-carboxylic acid 在 盐酸 作用下， 以 水 为溶剂， 反应 8.0h， 生成 methyl (1R,2S 3S,4R)-2,3,4-trihydroxy-cyclohex-5-ene-1-carboxylate
  参考文献：
  名称：

  A novel chemo-multienzymatic synthesis of bioactive cyclophellitol and epi-cyclophellitol in both enantiopure forms

  摘要：

  A new route to synthesize cyclophellitol and epi-cyclophellitol from racemic starting materials in enantiopure forms has been developed The synthesis involves a multi-enzymatic biotransformation pathway of the novel cyano-cyclitol (1R 4S 5R 6R)/(1S 4R 5S 6S)-4 5 6-trihydroxycyclohex-2-enecarbonitrile by a cooperative use of lipase nitrile hydratase and amidase (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.10.010
• 作为产物：
  描述：

  (1S,4R,5S,6S)-4,5,6-trihydroxycyclohex-2-ene-1-carbonitrile 在 Rhodococcus erythropolis A₄ 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以72%的产率得到(-)-(1R,2S,3S,4R)-2,3,4-trihydroxy-cyclohex-5-ene-1-carboxylic acid
  参考文献：
  名称：

  A novel chemo-multienzymatic synthesis of bioactive cyclophellitol and epi-cyclophellitol in both enantiopure forms

  摘要：

  A new route to synthesize cyclophellitol and epi-cyclophellitol from racemic starting materials in enantiopure forms has been developed The synthesis involves a multi-enzymatic biotransformation pathway of the novel cyano-cyclitol (1R 4S 5R 6R)/(1S 4R 5S 6S)-4 5 6-trihydroxycyclohex-2-enecarbonitrile by a cooperative use of lipase nitrile hydratase and amidase (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.10.010