((R)-8-Iodo-6-methyl-oct-1-ynyl)-trimethyl-silane | 387834-59-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: ((R)-8-Iodo-6-methyl-oct-1-ynyl)-trimethyl-silane
• CAS: 387834-59-5
• 化学式: C₁₂H₂₃ISi
• 分子量: 322.305
• InChiKey: XZOXQBASMNAILD-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  ((R)-8-Iodo-6-methyl-oct-1-ynyl)-trimethyl-silane 在 Pinene 、 dimethyl sulfide borane 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成
  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：

  (4R)-1-iodo-4-methyl-6-<(2H-tetrahydropyran-2-yl)-oxy>hexane 、 chloroethynyl-trimethyl-silane 在 对甲苯磺酸 ammonium hydroxide 、 lithium amide 、 甲基磺酰氯 、 三乙胺 、 sodium iodide 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 以78%的产率得到((R)-8-Iodo-6-methyl-oct-1-ynyl)-trimethyl-silane
  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