(S)-5-methyl-6-(prop-2-ynyloxy)hexanoic acid ethyl ester | 387834-62-0

• 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: (S)-5-methyl-6-(prop-2-ynyloxy)hexanoic acid ethyl ester
• CAS: 387834-62-0
• 化学式: C₁₂H₂₀O₃
• 分子量: 212.289
• InChiKey: PMSKDZWODNRRPJ-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  15.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-5-methyl-6-(prop-2-ynyloxy)hexanoic acid ethyl ester 在 Pinene 、 dimethyl sulfide borane 、 乙醛 作用下， 以 四氢呋喃 为溶剂， 生成 (1R,3R)-5-[(S)-(E)-4-(6-ethyl-6-hydroxy-2-methyloctyloxy)but-2-enylidene]cyclohexane-1,3-diol
  参考文献：
  名称：

  Novel Synthetic Approach to 19-nor-1α,25-Dihydroxyvitamin D₃ and Its Derivatives by Suzuki−Miyaura Coupling in Solution and on Solid Support

  摘要：

  [GRAPHICS]19-nor-1 alpha ,25-Dihydroxyvitamin D-3 was synthesized by the Suzuki-Miyaura coupling of the A-ring intermediate 3, which was efficiently prepared from readily available 5-(tert butyldimethylsilyl)oxycyclohex-2-enone (5), with the boronate compound of the C,D-ring portion. The method could be applied to a solid-phase synthesis to prepare the des-C,D derivatives of 19-nor-1 alpha ,25-dihydroxyvitamin D-3.

  DOI：

  10.1021/ol016908r
• 作为产物：
  描述：

  (3S)-4-(tert-butyldimethylsilanyloxy)-3-methylbutyronitrile 在 对甲苯磺酸 sodium hydroxide 、 sodium tetrahydroborate 、 四丁基硫酸氢铵 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 为溶剂， 生成 (S)-5-methyl-6-(prop-2-ynyloxy)hexanoic acid ethyl ester
  参考文献：
  名称：

  Novel Synthetic Approach to 19-nor-1α,25-Dihydroxyvitamin D₃ and Its Derivatives by Suzuki−Miyaura Coupling in Solution and on Solid Support

  摘要：

  [GRAPHICS]19-nor-1 alpha ,25-Dihydroxyvitamin D-3 was synthesized by the Suzuki-Miyaura coupling of the A-ring intermediate 3, which was efficiently prepared from readily available 5-(tert butyldimethylsilyl)oxycyclohex-2-enone (5), with the boronate compound of the C,D-ring portion. The method could be applied to a solid-phase synthesis to prepare the des-C,D derivatives of 19-nor-1 alpha ,25-dihydroxyvitamin D-3.

  DOI：

  10.1021/ol016908r