methyl (1R)-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-1-nonyl-2-cyclopenten-1-carboxylate | 139616-55-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (1R)-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-1-nonyl-2-cyclopenten-1-carboxylate
• 英文别名: methyl (1R)-2-((1S,2S)-2-hydroxycyclohexan-1-yl)oxy-1-nonyl-2-cyclopenten-1-carboxylate；methyl (1R)-2-[(1S,2S)-2-hydroxycyclohexyl]oxy-1-nonylcyclopent-2-ene-1-carboxylate
• CAS: 139616-55-0
• 化学式: C₂₂H₃₈O₄
• 分子量: 366.541
• InChiKey: CEHPRZSIBHHXSR-CNNODRBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 重原子数：
  26.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl (1R)-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-1-nonyl-2-cyclopenten-1-carboxylate 在 甲醇 、 三氟化硼乙醚 、 水 作用下， 生成 methyl (R)-1-nonyl-2-oxocyclopentanecarboxylate
  参考文献：
  名称：

  Asymmetric alkylation using chiral cyclic diols to prepare a quaternary carbon

  摘要：

  Asymmetric alkylation of cyclic and acyclic beta-keto ester acetals (4, 5, 13, 14, and 18) with C-2-symmetric cycloalkane-1,2-dioxy moiety proceeded in a highly diastereoselective manner to afford enol ethers (9-12, 15-17, 19a-c) with a chiral quaternary carbon.

  DOI：

  10.1016/s0040-4020(01)87012-5
• 作为产物：
  描述：

  (3S,8S)-2,9-dioxa-10-oxotricyclo<9,3,0,0^3,8>tetradeca-1(11)-ene 在 六甲基磷酰三胺 、 正丁基锂 、 sodium methylate 、 二异丙胺 作用下， 反应 12.17h， 生成 methyl (1R)-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-1-nonyl-2-cyclopenten-1-carboxylate
  参考文献：
  名称：

  Application of chiral cyclic diols to asymmetric alkylation

  摘要：

  Chiral cyclic (6- or 7-membered ring) diols were found to be excellent chiral auxiliaries for asymmetric alkylation of cyclic (or acyclic) beta-keto esters.

  DOI：

  10.1016/0040-4039(92)88062-a

文献信息

• Application of chiral cyclic diols to asymmetric alkylation
  作者：Keisuke Kato、Hiroshi Suemune、Koyoshi Sakai

  DOI：10.1016/0040-4039(92)88062-a

  日期：1992.1

  Chiral cyclic (6- or 7-membered ring) diols were found to be excellent chiral auxiliaries for asymmetric alkylation of cyclic (or acyclic) beta-keto esters.
• Kato Keisuke, Suemune Hiroshi, Sakai Kiyoshi, Tetrahedron, 50 (1994) N 11, S 3315-3326
  作者：Kato Keisuke, Suemune Hiroshi, Sakai Kiyoshi

  DOI：——

  日期：——
• Asymmetric alkylation using chiral cyclic diols to prepare a quaternary carbon
  作者：Keisuke Kato、Hiroshi Suemune、Kiyoshi Sakai

  DOI：10.1016/s0040-4020(01)87012-5

  日期：1994.3

  Asymmetric alkylation of cyclic and acyclic beta-keto ester acetals (4, 5, 13, 14, and 18) with C-2-symmetric cycloalkane-1,2-dioxy moiety proceeded in a highly diastereoselective manner to afford enol ethers (9-12, 15-17, 19a-c) with a chiral quaternary carbon.