(1R,7R)-7-(bromomethyl)-1,7-dimethylbicyclo[2.2.1]heptane-2,3-dione | 497261-96-8

• 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: (1R,7R)-7-(bromomethyl)-1,7-dimethylbicyclo[2.2.1]heptane-2,3-dione
• 英文别名: (1R)-8-bromo-bornanedione-(2.3)；(1R)-8-Brom-bornandion-(2.3)；(1R,4S,7R)-7-(bromomethyl)-1,7-dimethylbicyclo[2.2.1]heptane-2,3-dione
• CAS: 497261-96-8
• 化学式: C₁₀H₁₃BrO₂
• 分子量: 245.116
• InChiKey: YCFGJEUKLHTOAS-WHFVKQHSSA-N

物化性质

• 沸点：
  299.8±13.0 °C(Predicted)
• 密度：
  1.479±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  (1R,7R)-7-(bromomethyl)-1,7-dimethylbicyclo[2.2.1]heptane-2,3-dione 在 吡啶 、 lithium aluminium tetrahydride 、 双氧水 、 4-甲基苯磺酸吡啶 作用下， 以 乙醚 、 二氯甲烷 、 水 、 溶剂黄146 为溶剂， 反应 5.35h， 生成 [(1R,2R,3S)-2-(bromomethyl)-2,3-dimethyl-3-[(tetrahydro-2H-pyran-2-yloxy)methyl]cyclopentyl]methyl-4-methylbenzenesulfonate
  参考文献：
  名称：

  A new hydroxydiphosphine as a ligand for Rh(I)-catalyzed enantioselective hydrogenation

  摘要：

  A new diphosphine ligand bearing a hydroxy group in the backbone was synthesized starting from 9-bromocamphor. The rhodium(I) complex based on this ligand was tested in the hydrogenation of alpha- and beta-amino acid precursors. The activity and selectivity of the catalyst were found to be strongly dependent upon the nature of the substrate. Thus. beta-acetylamino carboxylates were obtained with up to 97% ee. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(02)00372-5
• 作为产物：
  描述：

  (1R,4R,7R)-9-bromocamphor 在 selenium(IV) oxide 作用下， 以 溶剂黄146 为溶剂， 反应 12.0h， 以93%的产率得到(1R,7R)-7-(bromomethyl)-1,7-dimethylbicyclo[2.2.1]heptane-2,3-dione
  参考文献：
  名称：

  A new hydroxydiphosphine as a ligand for Rh(I)-catalyzed enantioselective hydrogenation

  摘要：

  A new diphosphine ligand bearing a hydroxy group in the backbone was synthesized starting from 9-bromocamphor. The rhodium(I) complex based on this ligand was tested in the hydrogenation of alpha- and beta-amino acid precursors. The activity and selectivity of the catalyst were found to be strongly dependent upon the nature of the substrate. Thus. beta-acetylamino carboxylates were obtained with up to 97% ee. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(02)00372-5

文献信息

• Isshiki, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1944, vol. 64, # 7, p. 6
  作者：Isshiki

  DOI：——

  日期：——