2-[bis(methylsulfanyl)methylideneamino]-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N-methylacetamide | 340039-87-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[bis(methylsulfanyl)methylideneamino]-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N-methylacetamide
• CAS: 340039-87-4
• 化学式: C₁₅H₂₂N₂O₂S₂
• 分子量: 326.484
• InChiKey: QQOLGVUXQFJKBR-SMDDNHRTSA-N

物化性质

• 沸点：
  491.3±45.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  丙烯酰碘 、 2-[bis(methylsulfanyl)methylideneamino]-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N-methylacetamide 在 四丁基溴化铵 、 sodium ethanolate 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 生成 (S,S)-pseudoephedrine D-allylglycinamide 、
  参考文献：
  名称：

  The imine (+)-pseudoephedrine glycinamide: a useful reagent for the asymmetric synthesis of (R)-α-amino acids

  摘要：

  The new imine derived from Myers (+)-pseudoephedrine glycinamide can he diastereoselectively alkylated with alkyl halides at room temperature using NaOEt or LiO-tert-Bu as bases under phase transfer conditions. Hydrolysis to the corresponding alkylated products was easily achieved under mild conditions to afford (R)-alpha -amino acids. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00027-1
• 作为产物：
  描述：

  N-[二(甲硫基)亚甲基]甘氨酸甲酯 、 (1S,2S)-2-甲氨基-1-苯基丙-1-醇 在 正丁基锂 、 lithium chloride 作用下， 以71%的产率得到2-[bis(methylsulfanyl)methylideneamino]-N-[(1S,2S)-1-hydroxy-1-phenylpropan-2-yl]-N-methylacetamide
  参考文献：
  名称：

  The imine (+)-pseudoephedrine glycinamide: a useful reagent for the asymmetric synthesis of (R)-α-amino acids

  摘要：

  The new imine derived from Myers (+)-pseudoephedrine glycinamide can he diastereoselectively alkylated with alkyl halides at room temperature using NaOEt or LiO-tert-Bu as bases under phase transfer conditions. Hydrolysis to the corresponding alkylated products was easily achieved under mild conditions to afford (R)-alpha -amino acids. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00027-1

文献信息

• The imine (+)-pseudoephedrine glycinamide: a useful reagent for the asymmetric synthesis of (R)-α-amino acids
  作者：Gabriela Guillena、Carmen Nájera

  DOI：10.1016/s0957-4166(01)00027-1

  日期：2001.2

  The new imine derived from Myers (+)-pseudoephedrine glycinamide can he diastereoselectively alkylated with alkyl halides at room temperature using NaOEt or LiO-tert-Bu as bases under phase transfer conditions. Hydrolysis to the corresponding alkylated products was easily achieved under mild conditions to afford (R)-alpha -amino acids. (C) 2001 Elsevier Science Ltd. All rights reserved.