(R)-(+)-9-trityloxy-2-decanol | 157730-85-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (R)-(+)-9-trityloxy-2-decanol
• 英文别名: 1-trityloxy-(S)-decan-9-ol；(2S)-10-trityloxydecan-2-ol
• CAS: 157730-85-3
• 化学式: C₂₉H₃₆O₂
• 分子量: 416.604
• InChiKey: FXAVKEVYKVDFQK-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  31
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-(+)-9-trityloxy-2-decanol 在 2,6-二甲基吡啶 、 三氯化硼 、 氟化氢吡啶 、 pyridinium chlorochromate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 (S)-(+)-9-hydroxydecanoic acid
  参考文献：
  名称：

  Catalytic enantioselective macrolide synthesis II: Use of differential deprotection protocols

  摘要：

  Catalytic enantioselective synthesis of Phorcantholide I has been achieved. Key stereochemistry was introduced using a chiral arene chromium tricarbonyl based catalyst to mediate the addition of dimethyl zinc to a functionalised aldehyde. During the synthesis, a method for the Selective deprotection of the trityloxy group was revealed and developed.

  DOI：

  10.1016/0957-4166(94)80156-8
• 作为产物：
  描述：

  Dimethylzinc 、 9-trityloxynonanal 在 (CO)3Cr⁽⁰⁾(1R,2S)-N,N-dibutylnorephedrine 作用下， 以 甲苯 为溶剂， 反应 144.0h， 生成 (R)-(+)-9-trityloxy-2-decanol 、 1-trityloxy-(R)-decan-9-ol
  参考文献：
  名称：

  Catalytic enantioselective macrolide synthesis II: Use of differential deprotection protocols

  摘要：

  Catalytic enantioselective synthesis of Phorcantholide I has been achieved. Key stereochemistry was introduced using a chiral arene chromium tricarbonyl based catalyst to mediate the addition of dimethyl zinc to a functionalised aldehyde. During the synthesis, a method for the Selective deprotection of the trityloxy group was revealed and developed.

  DOI：

  10.1016/0957-4166(94)80156-8

文献信息

• Catalytic enantioselective synthesis of macrolides via asymmetric alkylation
  作者：Graham B. Jones、Robert S. Huber、Brant J. Chapman

  DOI：10.1016/s0957-4166(97)00186-9

  日期：1997.6

  Catalytic enantioselective syntheses of the macrolides (R)-(-) phoracantholide and (R)-(+) lasiodiplodin have been achieved. Stereochemistry was introduced in using an arene chromium tricarbonyl derived catalyst, which mediated the enantioselective addition of dimethyl zinc to a functionalized aldehyde. (C) 1997 Elsevier Science Ltd.
• Catalytic enantioselective macrolide synthesis II: Use of differential deprotection protocols
  作者：Graham B. Jones、Brant J. Chapman、Robert S. Huber、Reeshemah Beaty

  DOI：10.1016/0957-4166(94)80156-8

  日期：1994.7

  Catalytic enantioselective synthesis of Phorcantholide I has been achieved. Key stereochemistry was introduced using a chiral arene chromium tricarbonyl based catalyst to mediate the addition of dimethyl zinc to a functionalised aldehyde. During the synthesis, a method for the Selective deprotection of the trityloxy group was revealed and developed.