methyl 4-methylene-5-hydroxybicyclo<3.3.0>octane-1-carboxylate | 87635-97-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-methylene-5-hydroxybicyclo<3.3.0>octane-1-carboxylate
• 英文别名: methyl (3aS,6aR)-6a-hydroxy-6-methylidene-2,3,4,5-tetrahydro-1H-pentalene-3a-carboxylate
• CAS: 87635-97-0
• 化学式: C₁₁H₁₆O₃
• 分子量: 196.246
• InChiKey: KQTXHSMEFUXRQV-GHMZBOCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 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：
  0.73
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl 4-methylene-5-hydroxybicyclo<3.3.0>octane-1-carboxylate 在 palladium on activated charcoal 氢气 作用下， 生成 methyl 4-methyl-5-hydroxybicyclo<3.3.0>octane-1-carboxylate
  参考文献：
  名称：

  Conversion of ketones having δ, ϵ-π-functions to cyclopentanols by zinc-trimethylchlorosilane

  摘要：

  DOI：

  10.1016/s0040-4039(00)88033-8
• 作为产物：
  描述：

  2-甲氧羰基环戊酮 在 potassium tert-butylate 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 18.5h， 生成 methyl 4-methylene-5-hydroxybicyclo<3.3.0>octane-1-carboxylate
  参考文献：
  名称：

  Synthesis of bicyclic cyclopentanols by photoreductive cyclization of .delta.,.epsilon.-unsaturated ketones

  摘要：

  DOI：

  10.1021/jo00372a018

文献信息

• Photoinduced electron-transfer systems consisting of electron-donating pyrenes or anthracenes and benzimidazolines for reductive transformation of carbonyl compounds
  作者：Eietsu Hasegawa、Shinya Takizawa、Takayuki Seida、Akira Yamaguchi、Naoto Yamaguchi、Naoki Chiba、Tomoya Takahashi、Hiroshi Ikeda、Kimio Akiyama

  DOI：10.1016/j.tet.2006.03.061

  日期：2006.7

  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.
• COREY, E. J.;PYNE, S. G., TETRAHEDRON LETT., 1983, 24, N 28, 2821-2824
  作者：COREY, E. J.、PYNE, S. G.

  DOI：——

  日期：——
• BELOTTI D.; COSSY J.; PETE J. P.; PORTELLA C., J. ORG. CHEM., 51,(1986) N 22, 4196-4200
  作者：BELOTTI D.、 COSSY J.、 PETE J. P.、 PORTELLA C.

  DOI：——

  日期：——
• 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
• 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