trans-octahydro-2H-1-benzopyran-2-one | 239467-23-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: trans-octahydro-2H-1-benzopyran-2-one
• 英文别名: trans-2-Oxabicyclo<4.4.0>-3-decanon；trans-3-(2-Hydroxy-cyclohexyl)-propionsaeure-lacton；2H-1-Benzopyran-2-one, octahydro-, trans-；(4aS,8aR)-3,4,4a,5,6,7,8,8a-octahydrochromen-2-one
• CAS: 239467-23-3
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: MSFLYJIWLHSQLG-JGVFFNPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-octahydro-2H-1-benzopyran-2-one 、 乙醚 、 硼烷 、 二甲基硫 以96%的产率得到
  参考文献：
  名称：

  GRIFFITHS, D. VAUGHAN;WILCOX, GEOFFREY, J. CHEM. SOC. PERKIN TRANS.,(1988) N 4, 431-436

  摘要：

  DOI：
• 作为产物：
  描述：

  trans-2-<2-(ethoxycarbonyl)ethyl>cyclohexanol 以94%的产率得到
  参考文献：
  名称：

  GRIFFITHS, D. VAUGHAN;WILCOX, GEOFFREY, J. CHEM. SOC. PERKIN TRANS.,(1988) N 4, 431-436

  摘要：

  DOI：

文献信息

• A process for producing octahydrocoumarins and same as a product of such process
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0757989A1

  公开（公告）日：1997-02-12

  The present invention involves the production of octahydrocoumarins from coumarins and/or 3,4-dihydrocoumarins in good yields by a simple process which can be industrially carried out by reducing coumarins and/or 3,4-dihydrocoumarins to octahydrocoumarins with hydrogen in the presence of an alcohol and a ruthenium catalyst, and optionally heating resultant 3-(2-hydroxycyclohexyl) propionate contained in the reduction reaction mixture to conduct cyclization/dealcoholization and convert same to octahydrocoumarins.

  本发明涉及以香豆素和/或 3,4-二氢香豆素为原料生产八氢香豆素，产率高，工艺简单、4-二氢香豆素在醇和钌催化剂存在下用氢气还原成八氢香豆素，并可选择加热还原反应混合物中所含的 3-(2-羟基环己基)丙酸酯，以进行环化/脱醇反应并将其转化成八氢香豆素。
• Cooperative Catalysis of Samarium Diiodide and Mercaptan in a Stereoselective One-Pot Transformation of 5-Oxopentanals into δ-Lactones
  作者：Jue-Liang Hsu、Chao-Tsen Chen、Jim-Min Fang

  DOI：10.1021/ol9911526

  日期：1999.12.1

  [GRAPHICS]We demonstrate a general method for conversion of various 5-oxopentanals to substituted delta-lactones and 1-oxa-2-decalones by the synergistic catalysis of samarium diiodide and 2-propanethiol (or disulfide), The deliberate use of mercaptan is advantageous to facilitate the catalytic cycle, This method shows high stereoselectivities, and an enantioselective procedure is feasible by using the chiral mercaptan (1R,2S)-1 phenyl-2-(N-acetamido)propanethiol as a promoter.
• SALOMON, ROBERT G.;ROY, SUBHAS;SALOMON, MARY F., TETRAHEDRON LETT., 29,(1988) N 7, 769-772
  作者：SALOMON, ROBERT G.、ROY, SUBHAS、SALOMON, MARY F.

  DOI：——

  日期：——
• GRIFFITHS, D. VAUGHAN;WILCOX, GEOFFREY, J. CHEM. SOC. PERKIN TRANS.,(1988) N 4, 431-436
  作者：GRIFFITHS, D. VAUGHAN、WILCOX, GEOFFREY

  DOI：——

  日期：——
• Baker's yeast reduction of cyclic δ-ketoesters: synthesis and chiroptical properties of condensed δ-lactones
  作者：Cristina Forzato、Patrizia Nitti、Giuliana Pitacco、Ennio Valentin

  DOI：10.1016/s0957-4166(99)00098-1

  日期：1999.4

  Enantiomerically pure condensed delta-lactones have been prepared from the corresponding delta-ketoesters by the use of Saccharomyces cerevisiae. The reactions were not only highly enantioselective but also highly diastereoselective, provided the baker's yeast was preincubated at 50 degrees C for 30 min. Interestingly, and contrary to what is usually found, the use of nutrients inhibited the bioreductions. The relative configurational assignments have been made by means of NMR, while the absolute configurations and conformations of the lactone rings were attributed by means of CD studies. (C) 1999 Elsevier Science Ltd. All rights reserved.