(+)-methyl 2-(methoxycarbonyl)-5-oxo-3-(R)-N-<4-(S)-phenyl-2-oxazolidinonyl>-6-heptenoate | 135773-18-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (+)-methyl 2-(methoxycarbonyl)-5-oxo-3-(R)-N-<4-(S)-phenyl-2-oxazolidinonyl>-6-heptenoate
• 英文别名: dimethyl 2-[(1R)-3-oxo-1-[(4R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]pent-4-enyl]propanedioate
• CAS: 135773-18-1；135773-21-6
• 化学式: C₁₉H₂₁NO₇
• 分子量: 375.378
• InChiKey: YJAGLXRIKZHCIW-CABCVRRESA-N

物化性质

• 沸点：
  586.8±50.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  99.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  一氧化碳 、 vinyltrimethyltin 、 二甲基丙二酸钠 、 (4R)-4-phenyl-3-vinyl-oxazolidin-2-one 生成 (+)-methyl 2-(methoxycarbonyl)-5-oxo-3-(R)-N-<4-(S)-phenyl-2-oxazolidinonyl>-6-heptenoate
  参考文献：
  名称：

  Palladium(II)-assisted dialkylation and alkylation/acylation of optically active ene carbamates via trialkylorganostannane cross-coupling and carbonylative coupling processes

  摘要：

  Alkylation of benzyl vinyl carbamate and propene with the anions of diethyl methylmalonate or dimethyl malonate in the presence of palladium (II) chloride, followed by cross-coupling or carbonylative cross-coupling with organostannanes, effected an overall dialkylation or alkylation/acylation of the monoolefin substrate. Complete control of stereochemistry in this palladium(II)-assisted reaction was observed using optically active ene carbamates affording beta-amino-unsaturated keto esters in good chemical yields and excellent optical purity.

  DOI：

  10.1021/jo00019a038

文献信息

• Palladium(II)-assisted dialkylation and alkylation/acylation of optically active ene carbamates via trialkylorganostannane cross-coupling and carbonylative coupling processes
  作者：John J. Masters、Louis S. Hegedus、Joaquin Tamariz

  DOI：10.1021/jo00019a038

  日期：1991.9

  Alkylation of benzyl vinyl carbamate and propene with the anions of diethyl methylmalonate or dimethyl malonate in the presence of palladium (II) chloride, followed by cross-coupling or carbonylative cross-coupling with organostannanes, effected an overall dialkylation or alkylation/acylation of the monoolefin substrate. Complete control of stereochemistry in this palladium(II)-assisted reaction was observed using optically active ene carbamates affording beta-amino-unsaturated keto esters in good chemical yields and excellent optical purity.