triphenylmethyl ether of (+)-endo-2-norborneol | 1206795-94-9

• 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: triphenylmethyl ether of (+)-endo-2-norborneol
• 英文别名: (1S,2R,4R)-2-trityloxybicyclo[2.2.1]heptane
• CAS: 1206795-94-9
• 化学式: C₂₆H₂₆O
• 分子量: 354.492
• InChiKey: IAKUWNFIGQRISV-TYBLODHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (2R)-(+)-桥-降冰片 、 三苯基氯甲烷 在 吡啶 作用下， 生成 triphenylmethyl ether of (+)-endo-2-norborneol
  参考文献：
  名称：

  The absolute configuration of simple aliphatic alcohols through a chemical/computational approach: triarylether derivatives of (+)-endo-2-norborneol as a case study

  摘要：

  The reliable determination of the absolute configuration of (+)-endo-2-norborneol 1, chosen as a representative case of simple aliphatic UV-vis transparent alcohols, was obtained by transforming this compound in its 1-naphthyl-diphenylmethyl ether 5 whose ECD spectrum displays several, low-lying, intense Cotton effects, which can be satisfactorily simulated in position, sign, and intensity by TDDFT/B3LYP/6-31G* calculations. This result represents a possible, general, new approach to the absolute configuration of aliphatic alcohols. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.10.028