2,2'-bis[(S)-4-benzyloxazolin-2-yl]diphenylsulfide | 1224301-68-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,2'-bis[(S)-4-benzyloxazolin-2-yl]diphenylsulfide
• 英文别名: (4S)-4-benzyl-2-[2-[2-[(4S)-4-benzyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl]sulfanylphenyl]-4,5-dihydro-1,3-oxazole
• CAS: 1224301-68-1
• 化学式: C₃₂H₂₈N₂O₂S
• 分子量: 504.653
• InChiKey: SQTDCQSGHPQMOP-UIOOFZCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,2'-bis[N-[(S)-1-hydroxymethyl-2-phenylethyl]carbamoyl]diphenylsulfide 在 甲基磺酰氯 、 三乙胺 、 sodium hydroxide 作用下， 以 二氯甲烷 、 甲醇 、 水 为溶剂， 反应 4.0h， 以94%的产率得到2,2'-bis[(S)-4-benzyloxazolin-2-yl]diphenylsulfide
  参考文献：
  名称：

  Rational tuning of the rigidity of a ligand scaffold: synthesis of diphenylsulfide-linked bis(oxazoline) ligands and their application in asymmetric allylic alkylation

  摘要：

  The scaffold rigidity of bis(oxazoline) ligands was rationally tuned on the basis of literature information. Diphenylsulfide-linked bis(oxazoline) ligands with a flexible scaffold were efficiently synthesized to test our hypothesis. The improved enantioselectivity in palladium-catalyzed asymmetric allylic alkylation reaction was achieved as we expected. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.01.015

文献信息

• Rational tuning of the rigidity of a ligand scaffold: synthesis of diphenylsulfide-linked bis(oxazoline) ligands and their application in asymmetric allylic alkylation
  作者：Xian Du、Han Liu、Da-Ming Du

  DOI：10.1016/j.tetasy.2010.01.015

  日期：2010.2

  The scaffold rigidity of bis(oxazoline) ligands was rationally tuned on the basis of literature information. Diphenylsulfide-linked bis(oxazoline) ligands with a flexible scaffold were efficiently synthesized to test our hypothesis. The improved enantioselectivity in palladium-catalyzed asymmetric allylic alkylation reaction was achieved as we expected. (C) 2010 Elsevier Ltd. All rights reserved.