(S)-ethyl 3-(4,5-dihydro-4-methyl-5-oxo-2-phenyloxazol-4-yl)propanoate | 1246010-58-1

• 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)-ethyl 3-(4,5-dihydro-4-methyl-5-oxo-2-phenyloxazol-4-yl)propanoate
• 英文别名: ethyl 3-[(4S)-4-methyl-5-oxo-2-phenyl-1,3-oxazol-4-yl]propanoate
• CAS: 1246010-58-1
• 化学式: C₁₅H₁₇NO₄
• 分子量: 275.304
• InChiKey: BLSAIBKGWQZEJD-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  4-甲基-2-苯基-2-噁唑啉-5-酮 、 丙烯酸乙酯 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)-ethyl 3-(4,5-dihydro-4-methyl-5-oxo-2-phenyloxazol-4-yl)propanoate 、 (R)-ethyl 3-(4,5-dihydro-4-methyl-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

文献信息

• Synthesis of optically active, unnatural α-substituted glutamic acid derivatives by a chiral calcium-catalyzed 1,4-addition reaction
  作者：Tetsu Tsubogo、Yuichiro Kano、Koki Ikemoto、Yasuhiro Yamashita、Shū Kobayashi

  DOI：10.1016/j.tetasy.2010.03.004

  日期：2010.5

  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.