N-methyl 2(R),6(R),7(S),8(R) 2-phenyl-1-aza-4-oxa<4.3.0^1,6>bicyclononan-5-one-7,8-dicarboximide | 134872-89-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-methyl 2(R),6(R),7(S),8(R) 2-phenyl-1-aza-4-oxa<4.3.0^1,6>bicyclononan-5-one-7,8-dicarboximide
• 英文别名: Vjanbtbjsajafi-zdeqegdksa-；(1R,2S,6R,9R)-4-methyl-9-phenyl-11-oxa-4,8-diazatricyclo[6.4.0.02,6]dodecane-3,5,12-trione
• CAS: 134872-89-2
• 化学式: C₁₆H₁₆N₂O₄
• 分子量: 300.314
• InChiKey: VJANBTBJSAJAFI-ZDEQEGDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-甲基马来酰亚胺 、 聚合甲醛 、 (5S)-3,4,5,6-四氢-5-苯基-4(H)-1,4-恶嗪-2-酮 在 3 A molecular sieve 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 (1S,2R,6S,9S)-4-methyl-9-phenyl-11-oxa-4,8-diazatricyclo[6.4.0.02,6]dodecane-3,5,12-trione 、 N-methyl 2(R),6(R),7(S),8(R) 2-phenyl-1-aza-4-oxa<4.3.0^1,6>bicyclononan-5-one-7,8-dicarboximide
  参考文献：
  名称：

  Development of chiral stabilised azomethine ylids: A chiral memory relay system.

  摘要：

  Chiral, stabilised azomethine ylids incorporated in cyclic templates derived from (R)- or (S)-2-phenylglycinol and (S)-valine undergo enantioselective 1,3-dipolar cycloaddition reactions with a variety of dipolarophiles. Removal of the template in the case of adducts derived originally from (S)-valine furnishes enantiomerically pure alpha-substituted proline derivatives.

  DOI：

  10.1016/s0957-4166(00)80031-2

文献信息

• Development of chiral stabilised azomethine ylids: A chiral memory relay system.
  作者：Amberley S. Anslow、Laurence M. Harwood、Helen Phillips、David Watkin、Ling F. Wong

  DOI：10.1016/s0957-4166(00)80031-2

  日期：1991.1

  Chiral, stabilised azomethine ylids incorporated in cyclic templates derived from (R)- or (S)-2-phenylglycinol and (S)-valine undergo enantioselective 1,3-dipolar cycloaddition reactions with a variety of dipolarophiles. Removal of the template in the case of adducts derived originally from (S)-valine furnishes enantiomerically pure alpha-substituted proline derivatives.