(S)-methyl 3-(4,5-dihydro-4-nor-propyl-5-oxo-2-phenyloxazol-4-yl)propanoate | 1246010-62-7

• 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: (S)-methyl 3-(4,5-dihydro-4-nor-propyl-5-oxo-2-phenyloxazol-4-yl)propanoate
• 英文别名: methyl 3-[(4S)-5-oxo-2-phenyl-4-propyl-1,3-oxazol-4-yl]propanoate
• CAS: 1246010-62-7
• 化学式: C₁₆H₁₉NO₄
• 分子量: 289.331
• InChiKey: OIJICGQOPZTRLX-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  65
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-phenyl-4-propyloxazol-5(4H)-one 、 丙烯酸甲酯（MA） 在 calcium bis-iso-propoxide 、 2,6-bis((S)-5,5-diethyl-4-methyl-4,5-dihydrooxazol-2-yl)-pyridine 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 (S)-methyl 3-(4,5-dihydro-4-nor-propyl-5-oxo-2-phenyloxazol-4-yl)propanoate 、 (R)-methyl 3-(4,5-dihydro-4-nor-propyl-5-oxo-2-phenyloxazol-4-yl)propanoate
  参考文献：
  名称：

  Synthesis of optically active, unnatural α-substituted glutamic acid derivatives by a chiral calcium-catalyzed 1,4-addition reaction

  摘要：

  The first catalytic asymmetric 1,4-addition reactions of azlactones with acrylic esters have been developed. A chiral coordinative calcium catalyst was found to be effective for these reactions, and the desired 1,4-adducts were obtained in good yields and enantioselectivities. The product was converted to the corresponding alpha-alkylated glutamic acid by acid hydrolysis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.03.004