(2S,3S,4S)-1-cyclohexyl-6-methyl-2,3-epoxyheptan-4-ol | 445387-93-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4S)-1-cyclohexyl-6-methyl-2,3-epoxyheptan-4-ol
• 英文别名: (1S)-1-[(2S,3S)-3-(cyclohexylmethyl)oxiran-2-yl]-3-methylbutan-1-ol
• CAS: 445387-93-9
• 化学式: C₁₄H₂₆O₂
• 分子量: 226.359
• InChiKey: ZKVRHBYQFPUMGR-IHRRRGAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S)-1-cyclohexyl-6-methyl-2,3-epoxyheptan-4-ol 在 palladium on activated charcoal sodium azide 、 氢气 、 magnesium bromide 作用下， 以 乙醚 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 20.0~40.0 ℃ 、344.75 kPa 条件下， 反应 50.0h， 生成 (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane
  参考文献：
  名称：

  A Study on the “Non-Chelation Controlled” Organometallic Addition totrans α,β-Epoxy Aldehydes − A Straightforward Stereoselective Synthesis of the Abbot Amino Dihydroxyethylene Dipeptide Isoster

  摘要：

  A study of the organometallic addition to alpha,beta-epoxy aldehydes in "non-chelation controlled" conditions is reported. The conditions able to give the best stereoselectivities are used to prepare the Abbott amino diol.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200205)2002:9<1573::aid-ejoc1573>3.0.co;2-i
• 作为产物：
  描述：

  ISOBUTYLMAGNESIUM BROMIDE 、 (2S*,3R*)-4-cyclohexyl-2,3-epoxybutanal 以 乙醚 为溶剂， 反应 2.0h， 生成 (2S,3S,4S)-1-cyclohexyl-6-methyl-2,3-epoxyheptan-4-ol 、 (2R*,3R*,4S*)-1-cyclohexyl-6-methyl-2,3-epoxyheptan-4-ol
  参考文献：
  名称：

  A Study on the “Non-Chelation Controlled” Organometallic Addition totrans α,β-Epoxy Aldehydes − A Straightforward Stereoselective Synthesis of the Abbot Amino Dihydroxyethylene Dipeptide Isoster

  摘要：

  A study of the organometallic addition to alpha,beta-epoxy aldehydes in "non-chelation controlled" conditions is reported. The conditions able to give the best stereoselectivities are used to prepare the Abbott amino diol.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200205)2002:9<1573::aid-ejoc1573>3.0.co;2-i

文献信息

• A Study on the “Non-Chelation Controlled” Organometallic Addition totrans α,β-Epoxy Aldehydes − A Straightforward Stereoselective Synthesis of the Abbot Amino Dihydroxyethylene Dipeptide Isoster
  作者：Giuliana Righi、Silvia Ronconi、Carlo Bonini

  DOI：10.1002/1099-0690(200205)2002:9<1573::aid-ejoc1573>3.0.co;2-i

  日期：2002.5

  A study of the organometallic addition to alpha,beta-epoxy aldehydes in "non-chelation controlled" conditions is reported. The conditions able to give the best stereoselectivities are used to prepare the Abbott amino diol.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).