methyl 4-methyl-5-hydroxybicyclo<3.3.0>octane-1-carboxylate | 87635-98-1

• 分子结构分类: 有机化合物
• 英文名称: methyl 4-methyl-5-hydroxybicyclo<3.3.0>octane-1-carboxylate
• 英文别名: hydroxy-5 methyl-4 bicyclo<3.3.0>octanecarboxylate-1 de methyle
• CAS: 87635-98-1
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: POGSUSLLNLMAMM-JMJZKYOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.49
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (butene-3-yl)-1 oxo-2 cyclopentanecarboxylate de methyle 在 1,6-二甲氧基芘 、 1,3-dimethyl-2-(o-hydroxyphenyl)-2,3-dihydro-1H-benzo[d]imidazole 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以62%的产率得到methyl 4-methyl-5-hydroxybicyclo<3.3.0>octane-1-carboxylate
  参考文献：
  名称：

  Photoinduced electron-transfer systems consisting of electron-donating pyrenes or anthracenes and benzimidazolines for reductive transformation of carbonyl compounds

  摘要：

  Photoinduced electron-transfer reactions of several ketone substrates were studied to evaluate the utilities of 1,6-bis(dimethyl-amino)pyrene (BDMAP), 1,6-dimethoxypyrene (DMP), 9,10-bis(dimethlylamino)anthracene (BDMAA), and 9,10-dimethoxyanthracene (DMA) as electron-donating sensitizers cooperating with 2-aryl-13-dimethylbenzimidazolines. BDMAP and DMP generally led higher conversion of ketones and better yield of reduction products compared to BDMAA and DMA. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.061

文献信息

• Synthesis of bicyclic cyclopentanols by photoreductive cyclization of .delta.,.epsilon.-unsaturated ketones
  作者：D. Belotti、J. Cossy、J. P. Pete、C. Portella

  DOI：10.1021/jo00372a018

  日期：1986.10
• Cossy, J.; Bouquant, J.; Dauphin, G., Bulletin de la Societe Chimique de France, 1989, # 6, p. 879 - 883
  作者：Cossy, J.、Bouquant, J.、Dauphin, G.、Belotti, D.

  DOI：——

  日期：——
• Conversion of ketones having δ, ϵ-π-functions to cyclopentanols by zinc-trimethylchlorosilane
  作者：E.J. Corey、Stephen G. Pyne

  DOI：10.1016/s0040-4039(00)88033-8

  日期：1983.1