2,2-dimethyl-3-(2-methylprop-1-enyl)-cis-1-hydroxymethylcyclopropane | 78780-10-6

• 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: 2,2-dimethyl-3-(2-methylprop-1-enyl)-cis-1-hydroxymethylcyclopropane
• 英文别名: (1R,3S)-(+)-cis-chrysanthemol；cis-Chrysanthemol；[(1R,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropyl]methanol
• CAS: 78780-10-6
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: HIPIENNKVJCMAP-DTWKUNHWSA-N

物化性质

• 保留指数：
  1152;1152

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-3-(2-methylprop-1-enyl)-cis-1-hydroxymethylcyclopropane 在 重铬酸吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 以0.22 g的产率得到(1R-顺式)-2,2-二甲基-3-(2-甲基丙-1-烯基)环丙烷羧酸
  参考文献：
  名称：

  Dhillon, Ranjit S; Gautam, Veena K; Singh, Swaranjit, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 6, p. 574 - 578

  摘要：

  DOI：
• 作为产物：
  描述：

  cis-2,2-dimethyl-3-(2-methyl-1-propenyl)-1-acetonylcyclopropane 在 氢氧化钾 、 甲酸 、 双氧水 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 44.0h， 生成 2,2-dimethyl-3-(2-methylprop-1-enyl)-cis-1-hydroxymethylcyclopropane
  参考文献：
  名称：

  Dhillon, Ranjit S; Gautam, Veena K; Singh, Swaranjit, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 6, p. 574 - 578

  摘要：

  DOI：

文献信息

• Electron Transfer Photochemistry of Chrysanthemol:  An Intramolecular S_N2‘ Reaction of a Vinylcyclopropane Radical Cation
  作者：Torsten Herbertz、Heinz D. Roth

  DOI：10.1021/ja953596c

  日期：1996.11.13

  The electron transfer photochemistry of optically pure (1R,3S)-(f)-cis-chrysanthemol (cis-2) results in the formation of (R)-5-(1-(p-cyanophenyl)-1-methyethyl)-2,2-dimethyl oxacyclohex-3-ene (4) with significant retention of optical activity. The product is rationalized via nucleophilic attack of the alcoholic function of the radical cation on the terminal carbon of the vinyl group with simultaneous replacement of an isopropyl radical as an intramolecular leaving group in an apparent S(N)2' reaction. This mode of attack is unprecedented in vinylcyclopropane radical cations and is interpreted as evidence for the significant role that relief of ring strain and its avoidance play in determining the course of nucleophilic capture in radical cationic systems.
• Bhat, N. G.; Mane, B. M.; Kulkarni, G. H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 3, p. 204 - 206
  作者：Bhat, N. G.、Mane, B. M.、Kulkarni, G. H.、Mitra, R. B.

  DOI：——

  日期：——
• EPSTEIN, WILLIAM W.;KLOBUS, MICHAEL A.;EDISON, ARTHUR S., J. ORG. CHEM., 56,(1991) N4, C. 4451-4456
  作者：EPSTEIN, WILLIAM W.、KLOBUS, MICHAEL A.、EDISON, ARTHUR S.

  DOI：——

  日期：——
• Compounds and Methods of Use Thereof for Treating Tumors
  申请人：Georgetown University

  公开号：US20150344440A1

  公开（公告）日：2015-12-03

  The invention encompasses novel compounds and pharmaceutically acceptable salts thereof and compositions including therapeutically or prophylactically effective amounts of such compounds or pharmaceutically acceptable salts thereof. The invention also encompasses methods for treating or preventing diseases and disorders associated with abnormal cell growth, for example, treating or preventing cancer or tumor growth, which methods include administering to a mammal in need thereof a composition comprising a therapeutically or prophylactically effective amount of a compound of the invention or a pharmaceutically acceptable salt thereof.
• US4521331A
  申请人：——

  公开号：US4521331A

  公开（公告）日：1985-06-04