(R)-methyl 4-(1-amino-2-methylpropyl)benzoate hydrochloride | 1220903-17-2

• 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: (R)-methyl 4-(1-amino-2-methylpropyl)benzoate hydrochloride
• 英文别名: methyl 4-[(1R)-1-amino-2-methylpropyl]benzoate;hydrochloride
• CAS: 1220903-17-2
• 化学式: C₁₂H₁₇NO₂*ClH
• 分子量: 243.733
• InChiKey: FWCLUMJICMNIFB-RFVHGSKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  52.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (R)-methyl 4-(((tert-butylsulfinyl)imino)methyl)benzoate 在 盐酸 、 三氟化硼乙醚 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.08h， 生成 (R)-methyl 4-(1-amino-2-methylpropyl)benzoate hydrochloride
  参考文献：
  名称：

  Intermolecular Alkyl Radical Additions to Enantiopure N-tert-Butanesulfinyl Aldimines

  摘要：

  The sulfinyl group In (R)-N-tert-butanesulfinyl aldimines provides efficient control of the stereoselectivity in the intermolecular reactions with alkyl radicals. The methodology is applicable to aryl, heteroaryl, benzyl, and alkynyl imines, even those containing CN, CO2Me, COR, and OH groups. The best results are attained with hindered radicals (tertiary and secondary ones) without C=N bond reduction. This reaction complements the well-established organometallic additions to N-sulfinyl aldimines to obtain enantiomerically pure functionalized a-branched primary amines.

  DOI：

  10.1021/ol400439g

文献信息

• Intermolecular Alkyl Radical Additions to Enantiopure <i>N</i>-<i>tert</i>-Butanesulfinyl Aldimines
  作者：José A. Fernández-Salas、M. Carmen Maestro、M. Mercedes Rodríguez-Fernández、José L. García-Ruano、Inés Alonso

  DOI：10.1021/ol400439g

  日期：2013.4.5

  The sulfinyl group In (R)-N-tert-butanesulfinyl aldimines provides efficient control of the stereoselectivity in the intermolecular reactions with alkyl radicals. The methodology is applicable to aryl, heteroaryl, benzyl, and alkynyl imines, even those containing CN, CO2Me, COR, and OH groups. The best results are attained with hindered radicals (tertiary and secondary ones) without C=N bond reduction. This reaction complements the well-established organometallic additions to N-sulfinyl aldimines to obtain enantiomerically pure functionalized a-branched primary amines.