(1R,2S)-1-acetoxy-1-(4-chlorophenyl)-3-(4-methoxyphenyl)-2-methylpropane | 853760-03-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (1R,2S)-1-acetoxy-1-(4-chlorophenyl)-3-(4-methoxyphenyl)-2-methylpropane
• CAS: 853760-03-9
• 化学式: C₁₉H₂₁ClO₃
• 分子量: 332.827
• InChiKey: PIWMDTMCTPVWQO-ORAYPTAESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.83
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 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：

  (1R,2S)-1-acetoxy-1-(4-chlorophenyl)-3-(4-methoxyphenyl)-2-methylpropane 在 ruthenium trichloride 、 高碘酸 作用下， 以 四氯化碳 、 水 、 乙腈 为溶剂， 反应 2.0h， 生成 (3S,4R)-4-Acetoxy-4-(4-chloro-phenyl)-3-methyl-butyric acid
  参考文献：
  名称：

  A concise synthetic route to optically active cis-β,γ-disubstituted-γ-butyrolactones via tandem Michael–MPV reaction: new total synthesis of (−)-cis-whisky lactone and (−)-cis-cognac lactone

  摘要：

  Optically active cis-beta,gamma-disubstituted-gamma-butyrolactones, for example, cis-whisky lactone and cis-cognac lactone, were readily synthesized by using tandem Michael-Meerwein-Ponndorf-Verley reactions that employed (-)-10-mercapto-isoborneol as a chiral template in the key step. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.03.017
• 作为产物：
  描述：

  (1R,2R,3R)-1-(4-chlorophenyl)-3-(4-methoxyphenyl)-2-methyl-3-[(1S,4R)-2-oxobornane-10-sulfanyl]-1-propanol 在 4-二甲氨基吡啶 、 sodium hypophosphite 、 Raney Ni W-2 作用下， 以 吡啶 、 乙醇 、 acetate buffer 为溶剂， 反应 1.0h， 生成 (1R,2S)-1-acetoxy-1-(4-chlorophenyl)-3-(4-methoxyphenyl)-2-methylpropane
  参考文献：
  名称：

  A concise synthetic route to optically active cis-β,γ-disubstituted-γ-butyrolactones via tandem Michael–MPV reaction: new total synthesis of (−)-cis-whisky lactone and (−)-cis-cognac lactone

  摘要：

  Optically active cis-beta,gamma-disubstituted-gamma-butyrolactones, for example, cis-whisky lactone and cis-cognac lactone, were readily synthesized by using tandem Michael-Meerwein-Ponndorf-Verley reactions that employed (-)-10-mercapto-isoborneol as a chiral template in the key step. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.03.017

文献信息

• A concise synthetic route to optically active cis-β,γ-disubstituted-γ-butyrolactones via tandem Michael–MPV reaction: new total synthesis of (−)-cis-whisky lactone and (−)-cis-cognac lactone
  作者：Minoru Ozeki、Daisuke Hashimoto、Kiyoharu Nishide、Tetsuya Kajimoto、Manabu Node

  DOI：10.1016/j.tetasy.2005.03.017

  日期：2005.5

  Optically active cis-beta,gamma-disubstituted-gamma-butyrolactones, for example, cis-whisky lactone and cis-cognac lactone, were readily synthesized by using tandem Michael-Meerwein-Ponndorf-Verley reactions that employed (-)-10-mercapto-isoborneol as a chiral template in the key step. (C) 2005 Elsevier Ltd. All rights reserved.