cis-(+)-Phenylcamphoric acid | 87099-28-3

• 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: cis-(+)-Phenylcamphoric acid
• 英文别名: (+)-phenylcamphoric acid；(1S,3R,4S)-2,2,3-trimethyl-4-phenylcyclopentane-1-carboxylic acid
• CAS: 87099-28-3
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: YANDMRONFZDPSQ-KGYLQXTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis-(+)-Phenylcamphoric acid 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 methyl epi-phenylcamphorate
  参考文献：
  名称：

  Phenylcamphoric acid: Stereochemistry and epimerization

  摘要：

  DOI：

  10.1016/s0040-4039(00)81949-8
• 作为产物：
  描述：

  D-樟脑酸 在 三氯化铝 、 乙酸酐 、 zinc(II) chloride 作用下， 反应 0.5h， 生成 cis-(+)-Phenylcamphoric acid
  参考文献：
  名称：

  Synthesis of (3S,4R)-(+)-hydroxymethyl-3-(trifluoromethyl)-4,5,5-trimethylcyclopentene — a trifluoromethyl analogue of necrodols

  摘要：

  New trifluoromethyl group containing enantiomerically pure monoterpene derivatives, methyl (1S,3R,4S)-(+)-3-(trifluoromethyl)-2,2,3-trimethylcyclopentanecarboxylate (6); methyl (3S,4R)-(+)-3-(trifluoromethyl)-4,5,5-trimethylcyclopentenecarboxylate (10) and (3S,4R)-(+)-hydroxymethyl-3-(trifluoromethyl)-4,5,5-trimethylcyclopentene (1), were prepared using camphoric anhydride as the starting material and sulphur tetrafluoride as the fluorinating agent. Compound 1 is a trifluoromethyl analogue of an unknown isomer of necrodols. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00283-9

文献信息

• Synthesis of (3S,4R)-(+)-hydroxymethyl-3-(trifluoromethyl)-4,5,5-trimethylcyclopentene — a trifluoromethyl analogue of necrodols
  作者：Wojciech Dmowski、Krystyna Piasecka-Maciejewska

  DOI：10.1016/s0022-1139(00)00283-9

  日期：2000.7

  New trifluoromethyl group containing enantiomerically pure monoterpene derivatives, methyl (1S,3R,4S)-(+)-3-(trifluoromethyl)-2,2,3-trimethylcyclopentanecarboxylate (6); methyl (3S,4R)-(+)-3-(trifluoromethyl)-4,5,5-trimethylcyclopentenecarboxylate (10) and (3S,4R)-(+)-hydroxymethyl-3-(trifluoromethyl)-4,5,5-trimethylcyclopentene (1), were prepared using camphoric anhydride as the starting material and sulphur tetrafluoride as the fluorinating agent. Compound 1 is a trifluoromethyl analogue of an unknown isomer of necrodols. (C) 2000 Elsevier Science S.A. All rights reserved.
• Phenylcamphoric acid: Stereochemistry and epimerization
  作者：Robert Jacobs、Geoffrey Feutrill、Jerrold Meinwald

  DOI：10.1016/s0040-4039(00)81949-8

  日期：1983.1