2,2-Dimethyl-propionic acid (1S,2R,5R)-5-hydroxy-2-methyl-cyclohexyl ester | 218269-01-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-Dimethyl-propionic acid (1S,2R,5R)-5-hydroxy-2-methyl-cyclohexyl ester
• CAS: 218269-01-3
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: ITDJSVIXHJJNTE-BBBLOLIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (1S,2R,5R)-5-hydroxy-2-methyl-cyclohexyl ester 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 sodium hypochlorite 作用下， 以 二氯甲烷 为溶剂， 以67%的产率得到2,2-Dimethyl-propionic acid (1S,2R)-2-methyl-5-oxo-cyclohexyl ester
  参考文献：
  名称：

  Bioreduction of (R)-carvone and regioselective Baeyer-Villiger oxidations: Application to the asymmetric synthesis of cryptophycin fragment A

  摘要：

  Cryptophycin fragment A (1) was prepared in high enantiomeric purity in 10 steps from(R)-carvone. A stereoselective bioreduction of (R)-carvone to neodihydrocarveol and a regioselective Baeyer-Villiger oxidation of cyclohexanone 8 with pertrifluoroacetic acid were employed in this synthesis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01784-5
• 作为产物：
  描述：

  2,2-Dimethyl-propionic acid (1S,2R,5R)-5-acetoxy-2-methyl-cyclohexyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 2,2-Dimethyl-propionic acid (1S,2R,5R)-5-hydroxy-2-methyl-cyclohexyl ester
  参考文献：
  名称：

  Bioreduction of (R)-carvone and regioselective Baeyer-Villiger oxidations: Application to the asymmetric synthesis of cryptophycin fragment A

  摘要：

  Cryptophycin fragment A (1) was prepared in high enantiomeric purity in 10 steps from(R)-carvone. A stereoselective bioreduction of (R)-carvone to neodihydrocarveol and a regioselective Baeyer-Villiger oxidation of cyclohexanone 8 with pertrifluoroacetic acid were employed in this synthesis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01784-5