4-cholesten-3-bromide | 121233-13-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 4-cholesten-3-bromide
• 英文别名: (3S,8S,9S,10R,13R,14S,17R)-3-bromo-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
• CAS: 121233-13-4
• 化学式: C₂₇H₄₅Br
• 分子量: 449.558
• InChiKey: GGERPNRYMJTLRR-DPAQBDIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-cholesten-3-bromide 、 [2-(1H-吲哚-3-基)乙基]氨基甲酸叔丁酯 在 potassium tert-butylate 、 三乙基硼 作用下， 以 1,4-二氧六环 、 正己烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  N-Indolyltriethylborate: A Useful Reagent for Synthesis of C3-Quaternary Indolenines

  摘要：

  N-Indolyltriethylborate was found to be a useful reagent for dearomatizing C3-alkylation of 3-substituted indoles with both activated and nonactivated alkyl halides to give C3-quaternary indolenines, pyrroloindolines, furoindoline, and hexahydropyridoindoline under mild reaction conditions. The utility of these reagents was demonstrated in the syntheses of a pyrroloindoline-4-cholestene hybrid and debromoflustramine B.

  DOI：

  10.1021/ol4005992
• 作为产物：
  描述：

  4-胆甾烯-3-酮 在 sodium tetrahydroborate 、 cerium(III) chloride heptahydrate 、 三溴化磷 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 1.0h， 生成 4-cholesten-3-bromide
  参考文献：
  名称：

  N-Indolyltriethylborate: A Useful Reagent for Synthesis of C3-Quaternary Indolenines

  摘要：

  N-Indolyltriethylborate was found to be a useful reagent for dearomatizing C3-alkylation of 3-substituted indoles with both activated and nonactivated alkyl halides to give C3-quaternary indolenines, pyrroloindolines, furoindoline, and hexahydropyridoindoline under mild reaction conditions. The utility of these reagents was demonstrated in the syntheses of a pyrroloindoline-4-cholestene hybrid and debromoflustramine B.

  DOI：

  10.1021/ol4005992

文献信息

• <i>N</i>-Indolyltriethylborate: A Useful Reagent for Synthesis of C3-Quaternary Indolenines
  作者：Aijun Lin、Jiong Yang、Mohamed Hashim

  DOI：10.1021/ol4005992

  日期：2013.4.19

  N-Indolyltriethylborate was found to be a useful reagent for dearomatizing C3-alkylation of 3-substituted indoles with both activated and nonactivated alkyl halides to give C3-quaternary indolenines, pyrroloindolines, furoindoline, and hexahydropyridoindoline under mild reaction conditions. The utility of these reagents was demonstrated in the syntheses of a pyrroloindoline-4-cholestene hybrid and debromoflustramine B.