bicyclo[2.2.1]heptane-2,3-dione

• 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: bicyclo[2.2.1]heptane-2,3-dione
• 英文别名: (1S,4R)-bicyclo[2.2.1]heptan-2,3-dione；(1S,4R)-bicyclo[2.2.1]heptane-2,3-dione
• 化学式: C₇H₈O₂
• 分子量: 124.139
• InChiKey: DTKVZNFHNGLJBS-SYDPRGILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  尿素 、 bicyclo[2.2.1]heptane-2,3-dione 在 bismuth(lll) trifluoromethanesulfonate 作用下， 以 苯 为溶剂， 反应 2.0h， 以85%的产率得到(3aR,4R,7S,7aS)-rel-octahydro-3a,7a-dihydroxy-4,7-methano-2H-benzimidazol-2-one
  参考文献：
  名称：

  Bi(OTf)3—a mild catalyst for the synthesis of difficult to obtain C-alkyl substituted glycolurils

  摘要：

  We have employed Bi(OTf)(3) (5 mol %) a catalyst not previously used in the synthesis of urea condensation products from alpha-dicarbonyl compounds, as a mild method for the synthesis of difficult to obtain glycolurils. There are limited synthetic examples of C-alkylated substituted glycolurils and even fewer carrying functionality on the alkyl substituent. We have successfully synthesised some challenging examples of glycolurils with functionality, which include norbornyl-based structures. The milder reaction conditions enables the isolation of defined intermediate diols and ureas in good yields, and glycolurils are possible, where they would not normally be available under conventional acid catalyzed conditions. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.09.071
• 作为产物：
  描述：

  2-endo,3-endo-bicyclo[2.2.1]heptane-2,3-diol 在 二甲基亚砜 、 三氟乙酸酐 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 以74%的产率得到bicyclo[2.2.1]heptane-2,3-dione
  参考文献：
  名称：

  Bi(OTf)3—a mild catalyst for the synthesis of difficult to obtain C-alkyl substituted glycolurils

  摘要：

  We have employed Bi(OTf)(3) (5 mol %) a catalyst not previously used in the synthesis of urea condensation products from alpha-dicarbonyl compounds, as a mild method for the synthesis of difficult to obtain glycolurils. There are limited synthetic examples of C-alkylated substituted glycolurils and even fewer carrying functionality on the alkyl substituent. We have successfully synthesised some challenging examples of glycolurils with functionality, which include norbornyl-based structures. The milder reaction conditions enables the isolation of defined intermediate diols and ureas in good yields, and glycolurils are possible, where they would not normally be available under conventional acid catalyzed conditions. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.09.071

文献信息

• TETRAHYDROCINNOLINE DERIVATIVES
  申请人：Ackermann Jean

  公开号：US20100016325A1

  公开（公告）日：2010-01-21

  Provided herein are compounds of formula (I): as well as pharmaceutically acceptable salts and esters thereof, which are useful as pharmaceutical compositions for the treatment of metabolic diseases and disorders.

  本文提供的是化合物的公式(I)，以及其药用上可接受的盐和酯，这些化合物可用作治疗代谢性疾病和紊乱的药物组成部分。
• Tetrahydrocinnoline derivatives
  申请人：Ackermann Jean

  公开号：US08501940B2

  公开（公告）日：2013-08-06

  Provided herein are compounds of formula (I): as well as pharmaceutically acceptable salts and esters thereof, which are useful as pharmaceutical compositions for the treatment of metabolic diseases and disorders.

  本文提供的是I式化合物，以及其药学上可接受的盐和酯，这些化合物可用作治疗代谢性疾病和疾病的制药组合物。
• Strunz, George M.; Bethell, Richard; Sampson, Glen, Canadian Journal of Chemistry, 1995, vol. 73, # 10, p. 1666 - 1674
  作者：Strunz, George M.、Bethell, Richard、Sampson, Glen、White, Peter

  DOI：——

  日期：——
• Synthese einiger verbrückter 1,2-Diketone
  作者：Hans-D. SCHARF、P. FRIEDRICH、A. LINCKENS

  DOI：10.1055/s-1976-24008

  日期：——
• US8501940B2
  申请人：——

  公开号：US8501940B2

  公开（公告）日：2013-08-06