N'-[(S)-2-hydroxy-1-isopropylethyl]-N,N-dimethylsulfonamide | 1178004-55-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 英文名称: N'-[(S)-2-hydroxy-1-isopropylethyl]-N,N-dimethylsulfonamide
• 英文别名: (2S)-2-(dimethylsulfamoylamino)-1-hydroxy-3-methylbutane
• CAS: 1178004-55-1
• 化学式: C₇H₁₈N₂O₃S
• 分子量: 210.298
• InChiKey: FBSKRRYOPWKJRO-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  78
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N'-[(S)-2-hydroxy-1-isopropylethyl]-N,N-dimethylsulfonamide 在 对甲苯磺酰氯 、 potassium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以82%的产率得到(S)-2-isopropyl-N,N-dimethylaziridine-1-sulfonamide
  参考文献：
  名称：

  Cyclosulfamide as a chiral auxiliary: application to efficient asymmetric synthesis (alkylation/aldolization)

  摘要：

  The chiral cyclosulfamide (S)-2-benzyl-4-isopropyl-1,2,5-thiadiazolidine 1,1-dioxide was designed as a chimera of Evans and Oppolzer chiral auxiliaries. The N-propionyl derivative appeared to be very powerful for the stereocontrolled synthesis of chiral building blocks through asymmetric aldolization and alkylation reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.09.001
• 作为产物：
  描述：

  L-缬氨醇 、 二甲胺基磺酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到N'-[(S)-2-hydroxy-1-isopropylethyl]-N,N-dimethylsulfonamide
  参考文献：
  名称：

  Cyclosulfamide as a chiral auxiliary: application to efficient asymmetric synthesis (alkylation/aldolization)

  摘要：

  The chiral cyclosulfamide (S)-2-benzyl-4-isopropyl-1,2,5-thiadiazolidine 1,1-dioxide was designed as a chimera of Evans and Oppolzer chiral auxiliaries. The N-propionyl derivative appeared to be very powerful for the stereocontrolled synthesis of chiral building blocks through asymmetric aldolization and alkylation reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.09.001

文献信息

• Cyclosulfamide as a chiral auxiliary: application to efficient asymmetric synthesis (alkylation/aldolization)
  作者：Fabien Fécourt、Gérald Lopez、Arie Van Der Lee、Jean Martinez、Georges Dewynter

  DOI：10.1016/j.tetasy.2010.09.001

  日期：2010.10

  The chiral cyclosulfamide (S)-2-benzyl-4-isopropyl-1,2,5-thiadiazolidine 1,1-dioxide was designed as a chimera of Evans and Oppolzer chiral auxiliaries. The N-propionyl derivative appeared to be very powerful for the stereocontrolled synthesis of chiral building blocks through asymmetric aldolization and alkylation reactions. (C) 2010 Elsevier Ltd. All rights reserved.