[(S)-1-(2-bromo-3,4-dimethoxyphenyl)ethyl]methylcarbamic acid methyl ester | 1010385-57-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(S)-1-(2-bromo-3,4-dimethoxyphenyl)ethyl]methylcarbamic acid methyl ester
• 英文别名: methyl N-[(1S)-1-(2-bromo-4,5-dimethoxyphenyl)ethyl]-N-methylcarbamate
• CAS: 1010385-57-5
• 化学式: C₁₃H₁₈BrNO₄
• 分子量: 332.194
• InChiKey: RSPSYLFATDKQND-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(S)-1-(2-bromo-3,4-dimethoxyphenyl)ethyl]methylcarbamic acid methyl ester 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.83h， 以76%的产率得到(S)-6,7-dimethoxy-2,3-dimethyl-2,3-dihydro-1H-isoindol-1-one
  参考文献：
  名称：

  Alternative and complementary approaches to the asymmetric synthesis of C3 substituted NH free or N-substituted isoindolin-1-ones

  摘要：

  Complementary synthetic approaches to enantiomerically pure C3 alkylated or arylated NH free or N-substituted isoindolinones have been developed. The key step is elaboration of diversely substituted 2-alkyl- and arylbenzylamines, which can be submitted to a bis-metallation process followed by interception with a carbonylating agent. They can be also converted into N-alkylbromobenzyl-carbamates or into bromobenzyldicarbamates and the assembly of the titled compounds can be readily ensured by reliance upon the Parham cyclization process. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.11.014
• 作为产物：
  描述：

  [(S)-1-(3,4-二甲氧基苯基)乙基]甲基氨基甲酸甲酯 在 溴 、 potassium acetate 、 溶剂黄146 作用下， 反应 16.0h， 以73%的产率得到[(S)-1-(2-bromo-3,4-dimethoxyphenyl)ethyl]methylcarbamic acid methyl ester
  参考文献：
  名称：

  Alternative and complementary approaches to the asymmetric synthesis of C3 substituted NH free or N-substituted isoindolin-1-ones

  摘要：

  Complementary synthetic approaches to enantiomerically pure C3 alkylated or arylated NH free or N-substituted isoindolinones have been developed. The key step is elaboration of diversely substituted 2-alkyl- and arylbenzylamines, which can be submitted to a bis-metallation process followed by interception with a carbonylating agent. They can be also converted into N-alkylbromobenzyl-carbamates or into bromobenzyldicarbamates and the assembly of the titled compounds can be readily ensured by reliance upon the Parham cyclization process. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.11.014

文献信息

• Alternative and complementary approaches to the asymmetric synthesis of C3 substituted NH free or N-substituted isoindolin-1-ones
  作者：Marc Lamblin、Axel Couture、Eric Deniau、Pierre Grandclaudon

  DOI：10.1016/j.tetasy.2007.11.014

  日期：2008.1

  Complementary synthetic approaches to enantiomerically pure C3 alkylated or arylated NH free or N-substituted isoindolinones have been developed. The key step is elaboration of diversely substituted 2-alkyl- and arylbenzylamines, which can be submitted to a bis-metallation process followed by interception with a carbonylating agent. They can be also converted into N-alkylbromobenzyl-carbamates or into bromobenzyldicarbamates and the assembly of the titled compounds can be readily ensured by reliance upon the Parham cyclization process. (c) 2007 Elsevier Ltd. All rights reserved.