tert-Butyl-{(1S,2S)-3-[1-iodo-eth-(Z)-ylidene]-2-iodomethyl-cyclohexyloxy}-dimethyl-silane | 193622-67-2

• 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: tert-Butyl-{(1S,2S)-3-[1-iodo-eth-(Z)-ylidene]-2-iodomethyl-cyclohexyloxy}-dimethyl-silane
• CAS: 193622-67-2
• 化学式: C₁₅H₂₈I₂OSi
• 分子量: 506.281
• InChiKey: QOJCCZAMPXFJCY-HFOMYUCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.32
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  tert-Butyl-{(1S,2S)-3-[1-iodo-eth-(Z)-ylidene]-2-iodomethyl-cyclohexyloxy}-dimethyl-silane 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以70%的产率得到tert-butyl-[(1S,3Z)-3-(1-iodoethylidene)-2-methylidenecyclohexyl]oxy-dimethylsilane
  参考文献：
  名称：

  Alkenylzinc-Mediated Approach to the Vitamin D Skeleton. Application to the Synthesis of 6-Methyl Analogs of Vitamin and Previtamin D

  摘要：

  Palladium-catalyzed cross-coupling of alkenylzine reagents, bearing the C,D-ring/side chain portion, and (Z)-1-iodo-1,3-bis-exocyclic dienes (as A-ring precursors), provides a mild, convergent entry to the vitamin D skeleton, that is suitable for the synthesis of thermally labile derivatives such as those bearing substituents on the triene system.

  DOI：

  10.1021/jo970605m
• 作为产物：
  描述：

  oct-1-en-7-yn-3-ol 在 咪唑 、 二氯二茂钛 、 N-碘代丁二酰亚胺 、 正丁基锂 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 tert-Butyl-{(1S,2S)-3-[1-iodo-eth-(Z)-ylidene]-2-iodomethyl-cyclohexyloxy}-dimethyl-silane
  参考文献：
  名称：

  Alkenylzinc-Mediated Approach to the Vitamin D Skeleton. Application to the Synthesis of 6-Methyl Analogs of Vitamin and Previtamin D

  摘要：

  Palladium-catalyzed cross-coupling of alkenylzine reagents, bearing the C,D-ring/side chain portion, and (Z)-1-iodo-1,3-bis-exocyclic dienes (as A-ring precursors), provides a mild, convergent entry to the vitamin D skeleton, that is suitable for the synthesis of thermally labile derivatives such as those bearing substituents on the triene system.

  DOI：

  10.1021/jo970605m

文献信息

• Alkenylzinc-Mediated Approach to the Vitamin D Skeleton. Application to the Synthesis of 6-Methyl Analogs of Vitamin and Previtamin D
  作者：Ana M. García、José L. Mascareñas、Luis Castedo、Antonio Mouriño

  DOI：10.1021/jo970605m

  日期：1997.9.1

  Palladium-catalyzed cross-coupling of alkenylzine reagents, bearing the C,D-ring/side chain portion, and (Z)-1-iodo-1,3-bis-exocyclic dienes (as A-ring precursors), provides a mild, convergent entry to the vitamin D skeleton, that is suitable for the synthesis of thermally labile derivatives such as those bearing substituents on the triene system.