methyl (2R,3S)-3-ethyl-2-methyl-1-(4-methylphenyl)sulfonylaziridine-2-carboxylate | 193979-98-5

• 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: methyl (2R,3S)-3-ethyl-2-methyl-1-(4-methylphenyl)sulfonylaziridine-2-carboxylate
• CAS: 193979-98-5
• 化学式: C₁₄H₁₉NO₄S
• 分子量: 297.375
• InChiKey: SVLWNLSMZQGEJA-DJIKBVBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  71.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (2R,3S)-3-ethyl-2-methyl-1-(4-methylphenyl)sulfonylaziridine-2-carboxylate 在 ruthenium trichloride 、 sodium periodate 、 lithium aluminium tetrahydride 作用下， 生成 (2R,3S)-2-methyl-3-[(4-methylphenyl)sulfonylamino]pentanoic acid
  参考文献：
  名称：

  Aziridine 2-carboxylate ester mediated asymmetric synthesis of α-alkyl β-amino acids

  摘要：

  The highly stereoselective ring opening of N-tosylaziridine 2-carboxylate esters with LiAlH4 followed by oxidation of the ensuing syn alcohols results in a highly efficient 4 step asymmetric synthesis of alpha-methyl beta-amino acids from N-sulfinylaziridine 2-carboxylate esters. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01095-2
• 作为产物：
  描述：

  (-)-menthyl p-toluenesulfinate 在 间氯过氧苯甲酸 、 lithium hexamethyldisilazane 作用下， 以 氯仿 为溶剂， 生成 methyl (2R,3S)-3-ethyl-2-methyl-1-(4-methylphenyl)sulfonylaziridine-2-carboxylate
  参考文献：
  名称：

  Aziridine 2-carboxylate ester mediated asymmetric synthesis of α-alkyl β-amino acids

  摘要：

  The highly stereoselective ring opening of N-tosylaziridine 2-carboxylate esters with LiAlH4 followed by oxidation of the ensuing syn alcohols results in a highly efficient 4 step asymmetric synthesis of alpha-methyl beta-amino acids from N-sulfinylaziridine 2-carboxylate esters. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01095-2

文献信息

• Aziridine 2-carboxylate ester mediated asymmetric synthesis of α-alkyl β-amino acids
  作者：Franklin A. Davis、G.Venkat Reddy、Chang-Hsing Liang

  DOI：10.1016/s0040-4039(97)01095-2

  日期：1997.7

  The highly stereoselective ring opening of N-tosylaziridine 2-carboxylate esters with LiAlH4 followed by oxidation of the ensuing syn alcohols results in a highly efficient 4 step asymmetric synthesis of alpha-methyl beta-amino acids from N-sulfinylaziridine 2-carboxylate esters. (C) 1997 Elsevier Science Ltd.