(1S,5S)-(-)-3-(2-oxo-5-methylcyclohexyl)propionic acid | 295324-42-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (1S,5S)-(-)-3-(2-oxo-5-methylcyclohexyl)propionic acid
• 英文别名: 3-[(1S,5S)-5-methyl-2-oxocyclohexyl]propanoic acid
• CAS: 295324-42-4
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: HNCGOLBWDFXPKU-YUMQZZPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,5S)-(-)-3-(2-oxo-5-methylcyclohexyl)propionic acid 在 sodium cyanoborohydride 作用下， 以20%的产率得到(4aS,6S,8aS)-(+)-6-methyl-octahydro-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Synthesis of enantiomerically pure bicyclic condensed δ-lactones via microbial reduction and enzymic resolution strategies

  摘要：

  The formation of enantiopure delta-lactones condensed with alicyclic rings has been achieved either by reduction with baker's yeast of the corresponding delta-keto esters and delta-keto acids or by enzymic resolution of the former compounds. The absolute configurations of the lactones were determined by means of CD spectroscopy, using the correlation method. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00218-4
• 作为产物：
  描述：

  ethyl (1S,5S)-(+)3-(2-oxo-5-methylcyclohexyl)propionate 在 phosphate buffer 、 α-chymotrypsin 作用下， 生成 trans-3-(2-oxo-5-methylcyclohexyl)propionic acid 、 (1S,5S)-(-)-3-(2-oxo-5-methylcyclohexyl)propionic acid
  参考文献：
  名称：

  Synthesis of enantiomerically pure bicyclic condensed δ-lactones via microbial reduction and enzymic resolution strategies

  摘要：

  The formation of enantiopure delta-lactones condensed with alicyclic rings has been achieved either by reduction with baker's yeast of the corresponding delta-keto esters and delta-keto acids or by enzymic resolution of the former compounds. The absolute configurations of the lactones were determined by means of CD spectroscopy, using the correlation method. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00218-4