N-[(1S)-2-(1-benzothien-3-yl)-1-methylethyl]-4-methylbenzenesulfonamide | 406937-95-9

• 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: N-[(1S)-2-(1-benzothien-3-yl)-1-methylethyl]-4-methylbenzenesulfonamide
• 英文别名: N-[(2S)-1-(1-benzothiophen-3-yl)propan-2-yl]-4-methylbenzenesulfonamide
• CAS: 406937-95-9
• 化学式: C₁₈H₁₉NO₂S₂
• mdl: MFCD07357516
• 分子量: 345.486
• InChiKey: SPEPQRSPYPTJKR-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  82.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(1S)-2-(1-benzothien-3-yl)-1-methylethyl]-4-methylbenzenesulfonamide 在 magnesium 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以69%的产率得到(2S)-1-(1-benzothien-3-yl)-2-propanamine hydrochloride
  参考文献：
  名称：

  A new convenient approach to chiral β-aryl(heteroaryl)alkylamines

  摘要：

  Chiral beta -aryl(heteroaryl)alkylamines have been prepared from N-tosyl alkylaziridines via regiospecific nucleophilic ring opening and subsequent desulfonylation in good to excellent yields. The corresponding aziridines are easily obtained from commercially available (S)-alpha -amino acids. so this method is the first effective route to asymmetric beta -aryl(heteroaryl)alkylamines. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00442-6
• 作为产物：
  描述：

  (S)-2-(toluene-4-sulfonamido)propan-1-ol 在 吡啶 、 氢氧化钾 、 magnesium 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.25h， 生成 N-[(1S)-2-(1-benzothien-3-yl)-1-methylethyl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  A new convenient approach to chiral β-aryl(heteroaryl)alkylamines

  摘要：

  Chiral beta -aryl(heteroaryl)alkylamines have been prepared from N-tosyl alkylaziridines via regiospecific nucleophilic ring opening and subsequent desulfonylation in good to excellent yields. The corresponding aziridines are easily obtained from commercially available (S)-alpha -amino acids. so this method is the first effective route to asymmetric beta -aryl(heteroaryl)alkylamines. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00442-6

文献信息

• A new convenient approach to chiral β-aryl(heteroaryl)alkylamines
  作者：Valentine G Nenajdenko、Alexei S Karpov、Elizabeth S Balenkova

  DOI：10.1016/s0957-4166(01)00442-6

  日期：2001.10

  Chiral beta -aryl(heteroaryl)alkylamines have been prepared from N-tosyl alkylaziridines via regiospecific nucleophilic ring opening and subsequent desulfonylation in good to excellent yields. The corresponding aziridines are easily obtained from commercially available (S)-alpha -amino acids. so this method is the first effective route to asymmetric beta -aryl(heteroaryl)alkylamines. (C) 2001 Elsevier Science Ltd. All rights reserved.