[(4S,5S)-2-(2-methylsulfanylphenyl)-5-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methyl prop-2-enoate | 197291-57-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: [(4S,5S)-2-(2-methylsulfanylphenyl)-5-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methyl prop-2-enoate
• CAS: 197291-57-9
• 化学式: C₂₀H₁₉NO₃S
• 分子量: 353.442
• InChiKey: PBTZFHCOABNNOZ-LPHOPBHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  73.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  环戊二烯 、 [(4S,5S)-2-(2-methylsulfanylphenyl)-5-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methyl prop-2-enoate 在 丙烯酸苄酯 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 endo-benzyl bicyclo[2.2.1]hept-5-ene-2-carboxylate 、
  参考文献：
  名称：

  Auxiliary accelerated reactions: Towards the use of catalytic chiral auxiliaries

  摘要：

  In competition experiments, the acceleration of reactivity of alkenes tethered to pyridyl groups compared with the corresponding alkenes tethered to phenyl groups in the presence of transition metals was demonstrated for two reaction types: Diels-Alder cycloaddition of enoate esters and catalytic hydrogenation of allylic and homoallylic ethers. The rate accelerations observed are of crucial importance in the development of a new concept for asymmetric catalysis: chiral auxiliaries which can function in a catalytic manner. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00829-6
• 作为产物：
  描述：

  2-(甲硫基)苯甲腈 在 potassium carbonate 、 三乙胺 作用下， 以 乙醚 、 乙二醇 、 甘油 为溶剂， 反应 19.0h， 生成 [(4S,5S)-2-(2-methylsulfanylphenyl)-5-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methyl prop-2-enoate
  参考文献：
  名称：

  Auxiliary accelerated reactions: Towards the use of catalytic chiral auxiliaries

  摘要：

  In competition experiments, the acceleration of reactivity of alkenes tethered to pyridyl groups compared with the corresponding alkenes tethered to phenyl groups in the presence of transition metals was demonstrated for two reaction types: Diels-Alder cycloaddition of enoate esters and catalytic hydrogenation of allylic and homoallylic ethers. The rate accelerations observed are of crucial importance in the development of a new concept for asymmetric catalysis: chiral auxiliaries which can function in a catalytic manner. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00829-6

文献信息

• Auxiliary accelerated reactions: Towards the use of catalytic chiral auxiliaries
  作者：Andrew D. Westwell、Jonathan M.J. Williams

  DOI：10.1016/s0040-4020(97)00829-6

  日期：1997.9

  In competition experiments, the acceleration of reactivity of alkenes tethered to pyridyl groups compared with the corresponding alkenes tethered to phenyl groups in the presence of transition metals was demonstrated for two reaction types: Diels-Alder cycloaddition of enoate esters and catalytic hydrogenation of allylic and homoallylic ethers. The rate accelerations observed are of crucial importance in the development of a new concept for asymmetric catalysis: chiral auxiliaries which can function in a catalytic manner. (C) 1997 Elsevier Science Ltd.