(4S)-4-benzyl-5-[(4-methoxyphenyl)methyl]-2-methyl-1-oxo-1,2,5-thiadiazolidin-3-one | 1246205-62-8

• 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: (4S)-4-benzyl-5-[(4-methoxyphenyl)methyl]-2-methyl-1-oxo-1,2,5-thiadiazolidin-3-one
• CAS: 1246205-62-8
• 化学式: C₁₈H₂₀N₂O₃S
• 分子量: 344.434
• InChiKey: YGMJIRZDZOSSQP-KEJDIYNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  C₁₈H₂₂N₂O₂ 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以48%的产率得到(4S)-4-benzyl-5-[(4-methoxyphenyl)methyl]-2-methyl-1-oxo-1,2,5-thiadiazolidin-3-one
  参考文献：
  名称：

  The first enantiomerically pure thiadiazol-3-one 1-oxide and thiatriaza-indene 3-oxide systems chiral at the sulfur atom

  摘要：

  The first synthesis of an enantiomerically pure C-2 symmetric benzothiadiazole 2-oxide is described along with the first synthesis of an enantiomerically thiadiazol-3-one 1-oxide and a thiatriaza-indene 3-oxide system both chiral at the sulfur atom. Excellent levels of diastereoselectivity were observed in the SO installation step, that is, the reaction of the prerequisite bis-amines with thionyl chloride at ambient temperature. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.025

文献信息

• The first enantiomerically pure thiadiazol-3-one 1-oxide and thiatriaza-indene 3-oxide systems chiral at the sulfur atom
  作者：Benjamin R. Buckley、Stephen P. Neary、Mark R.J. Elsegood

  DOI：10.1016/j.tetasy.2010.07.025

  日期：2010.8

  The first synthesis of an enantiomerically pure C-2 symmetric benzothiadiazole 2-oxide is described along with the first synthesis of an enantiomerically thiadiazol-3-one 1-oxide and a thiatriaza-indene 3-oxide system both chiral at the sulfur atom. Excellent levels of diastereoselectivity were observed in the SO installation step, that is, the reaction of the prerequisite bis-amines with thionyl chloride at ambient temperature. (C) 2010 Elsevier Ltd. All rights reserved.