(1S)-7,7-dimethylbicyclo[2.2.1]heptane-1-N-methylcarboxamide-2-one | 291302-03-9

• 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: (1S)-7,7-dimethylbicyclo[2.2.1]heptane-1-N-methylcarboxamide-2-one
• 英文别名: (1S,4R)-N,7,7-trimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxamide
• CAS: 291302-03-9
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: LIANGGWGDOAZNJ-HQJQHLMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S)-7,7-dimethylbicyclo[2.2.1]heptane-1-N-methylcarboxamide-2-one 在 sodium tetrahydroborate 、 硼烷四氢呋喃络合物 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 苯 为溶剂， 反应 44.0h， 生成 N,O-bis(diphenylphosphino)-(1S,2R)-1-(N-methylamino)methyl-2-hydroxyl-7,7-dimethylbicyclo[2.2.1]heptane
  参考文献：
  名称：

  Asymmetric hydrogenation of dehydroamino acid derivatives catalyzed by a new aminophosphine phosphinite ligand derived from ketopinic acid

  摘要：

  A new chiral aminophosphine phosphinite N,O-bis(diphenylphosphino)-(1S,2R)-1-(N-methylamino) methyl-2-hydroxyl-7,7-dimethylbicyclo[2.2.1]heptane was synthesized from ketopinic acid and its application to the asymmetric hydrogenation of dehydroamino acid derivatives examined. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00164-6
• 作为产物：
  描述：

  (S)-(+)-酮基蒎酸 在 氯化亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 生成 (1S)-7,7-dimethylbicyclo[2.2.1]heptane-1-N-methylcarboxamide-2-one
  参考文献：
  名称：

  Asymmetric hydrogenation of dehydroamino acid derivatives catalyzed by a new aminophosphine phosphinite ligand derived from ketopinic acid

  摘要：

  A new chiral aminophosphine phosphinite N,O-bis(diphenylphosphino)-(1S,2R)-1-(N-methylamino) methyl-2-hydroxyl-7,7-dimethylbicyclo[2.2.1]heptane was synthesized from ketopinic acid and its application to the asymmetric hydrogenation of dehydroamino acid derivatives examined. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00164-6

文献信息

• Asymmetric hydrogenation of dehydroamino acid derivatives catalyzed by a new aminophosphine phosphinite ligand derived from ketopinic acid
  作者：Xingshu Li、Rongliang Lou、Chi-Hung Yeung、Albert S.C Chan、Wai Kwok Wong

  DOI：10.1016/s0957-4166(00)00164-6

  日期：2000.6

  A new chiral aminophosphine phosphinite N,O-bis(diphenylphosphino)-(1S,2R)-1-(N-methylamino) methyl-2-hydroxyl-7,7-dimethylbicyclo[2.2.1]heptane was synthesized from ketopinic acid and its application to the asymmetric hydrogenation of dehydroamino acid derivatives examined. (C) 2000 Elsevier Science Ltd. All rights reserved.