[(1R,2S,4R)-(2-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)]acetic acid iso-propyl ester | 385766-26-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(1R,2S,4R)-(2-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)]acetic acid iso-propyl ester
• 英文别名: propan-2-yl 2-[(1R,2S,4R)-2-hydroxy-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]acetate
• CAS: 385766-26-7
• 化学式: C₁₅H₂₆O₃
• 分子量: 254.37
• InChiKey: MZRSTAWBVHHSHS-DFBGVHRSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(1R,2S,4R)-(2-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)]acetic acid iso-propyl ester 在 三氟化硼乙醚 作用下， 以 溶剂黄146 为溶剂， 反应 28.0h， 以86%的产率得到(E)-[(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylidene]acetic acid iso-propyl ester
  参考文献：
  名称：

  Camphor-derived amber/woody odorants: 1,7,7-trimethyl-2′-iso-propylspiro[bicyclo[2.2.1]heptane-2,4′-(1,3-dioxanes)]

  摘要：

  Six stereoisomers of a new camphor-derived 1,7,7-trimethyl-2'-iso-propylspiro[bicyclo[2.2.1]heptane-2,4'-(1,3-dioxane)] odorant were prepared. Their design with the help of an amber olfactophore model and structure-odour relationship are reported. The (IR,2S,4R,2'S) isomer has by far the strongest and the most characteristic amber-like odour. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00360-3
• 作为产物：
  描述：

  醋酸异丙酯 、 白樟油 在 异丙基溴化镁 、 二异丙胺 作用下， 以 various solvent(s) 为溶剂， 反应 3.33h， 以34%的产率得到[(1R,2S,4R)-(2-hydroxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)]acetic acid iso-propyl ester
  参考文献：
  名称：

  Camphor-derived amber/woody odorants: 1,7,7-trimethyl-2′-iso-propylspiro[bicyclo[2.2.1]heptane-2,4′-(1,3-dioxanes)]

  摘要：

  Six stereoisomers of a new camphor-derived 1,7,7-trimethyl-2'-iso-propylspiro[bicyclo[2.2.1]heptane-2,4'-(1,3-dioxane)] odorant were prepared. Their design with the help of an amber olfactophore model and structure-odour relationship are reported. The (IR,2S,4R,2'S) isomer has by far the strongest and the most characteristic amber-like odour. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00360-3

文献信息

• Camphor-derived amber/woody odorants: 1,7,7-trimethyl-2′-iso-propylspiro[bicyclo[2.2.1]heptane-2,4′-(1,3-dioxanes)]
  作者：Jerzy A. Bajgrowicz、Iris Frank

  DOI：10.1016/s0957-4166(01)00360-3

  日期：2001.8

  Six stereoisomers of a new camphor-derived 1,7,7-trimethyl-2'-iso-propylspiro[bicyclo[2.2.1]heptane-2,4'-(1,3-dioxane)] odorant were prepared. Their design with the help of an amber olfactophore model and structure-odour relationship are reported. The (IR,2S,4R,2'S) isomer has by far the strongest and the most characteristic amber-like odour. (C) 2001 Elsevier Science Ltd. All rights reserved.