(S)-[(4S)-4-benzyl-4,5-dihydrooxazol-2-yl](phenyl)methyl acetate | 928013-75-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-[(4S)-4-benzyl-4,5-dihydrooxazol-2-yl](phenyl)methyl acetate
• CAS: 928013-75-6
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: ZWPISNFDWPMKKN-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  47.89
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-[(4S)-4-benzyl-4,5-dihydrooxazol-2-yl](phenyl)methyl acetate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以92%的产率得到(S)-[(4S)-4-benzyl-4,5-dihydrooxazol-2-yl](phenyl)methanol
  参考文献：
  名称：

  Convenient synthesis of a new class of chiral hydroxymethyldihydrooxazole ligands and their application in asymmetric addition of diethylzinc to aromatic aldehydes

  摘要：

  A number of chiral hydroxymethyl-substituted dihydrooxazoles were synthesized from D- or L-mandelic acid and amino alcohols. The chiral ligands thus obtained were tested as catalyst in the asymmetric addition of diethylzinc to aromatic aldehydes, and the structure-activity relationship was studied. The addition products were characterized by an enantiomeric excess of up to 91%.

  DOI：

  10.1134/s1070428006040105
• 作为产物：
  描述：

  (S)-2-acetoxy-2-phenylacetic acid ethyl ester 以 二氯甲烷 、 氯苯 为溶剂， 反应 20.0h， 生成 (S)-[(4S)-4-benzyl-4,5-dihydrooxazol-2-yl](phenyl)methyl acetate
  参考文献：
  名称：

  Convenient synthesis of a new class of chiral hydroxymethyldihydrooxazole ligands and their application in asymmetric addition of diethylzinc to aromatic aldehydes

  摘要：

  A number of chiral hydroxymethyl-substituted dihydrooxazoles were synthesized from D- or L-mandelic acid and amino alcohols. The chiral ligands thus obtained were tested as catalyst in the asymmetric addition of diethylzinc to aromatic aldehydes, and the structure-activity relationship was studied. The addition products were characterized by an enantiomeric excess of up to 91%.

  DOI：

  10.1134/s1070428006040105