((R)-2-Oxo-4-phenyl-oxazolidin-3-yl)-acetic acid ethyl ester | 99333-53-6

• 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: ((R)-2-Oxo-4-phenyl-oxazolidin-3-yl)-acetic acid ethyl ester
• 英文别名: Ethyl [(4R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]acetate；ethyl 2-[(4R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]acetate
• CAS: 99333-53-6
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: OASFAZKHYUMGRM-NSHDSACASA-N

物化性质

• 沸点：
  447.7±45.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((R)-2-Oxo-4-phenyl-oxazolidin-3-yl)-acetic acid ethyl ester 在 lithium hydroxide 、 草酰氯 、 水 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 5.5h， 生成 (R)-(2-oxo-4-phenyl-1,3-oxazolidin-3-yl)acetyl chloride
  参考文献：
  名称：

  Design and synthesis of a conformational analog of deoxybouvardin

  摘要：

  The design and synthesis of 9, an analogue of deoxybouvardin (2), is detailed. The substitution of the beta-lactam in 9 for the 14-membered N-methylcycloisodityrosine subunit of 2 serves to mimic the unusual beta-turn possessing a central cis amide bond found in the natural product and restricts and restricts the accessible conformations of the remaining tetrapeptide (D-Ala-Ala-N(Me)-Tyr(OMe)-Ala) to those including that found in the solution and X-ray conformation of the natural product.

  DOI：

  10.1021/jo00018a035
• 作为产物：
  描述：

  D-苯甘氨醇 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 ((R)-2-Oxo-4-phenyl-oxazolidin-3-yl)-acetic acid ethyl ester
  参考文献：
  名称：

  An expedient route to the glycine templates (R)- or (S)-N-Cbz-5-phenyl-1,4-oxazin-2-one

  摘要：

  An economical and practical route to the title compounds is described. The three step, essentially ''one pot'' sequence proceeds in overall yields of up to 80% without the need for chromatography or intermediate isolation. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00324-2

文献信息

• An expedient route to the glycine templates (R)- or (S)-N-Cbz-5-phenyl-1,4-oxazin-2-one
  作者：Kim A. Dastlik、Robin G.F. Giles、Gregory H.P. Roos

  DOI：10.1016/0957-4166(96)00324-2

  日期：1996.9

  An economical and practical route to the title compounds is described. The three step, essentially ''one pot'' sequence proceeds in overall yields of up to 80% without the need for chromatography or intermediate isolation. Copyright (C) 1996 Elsevier Science Ltd
• Design and synthesis of a conformational analog of deoxybouvardin
  作者：Dale L. Boger、J. B. Myers

  DOI：10.1021/jo00018a035

  日期：1991.8

  The design and synthesis of 9, an analogue of deoxybouvardin (2), is detailed. The substitution of the beta-lactam in 9 for the 14-membered N-methylcycloisodityrosine subunit of 2 serves to mimic the unusual beta-turn possessing a central cis amide bond found in the natural product and restricts and restricts the accessible conformations of the remaining tetrapeptide (D-Ala-Ala-N(Me)-Tyr(OMe)-Ala) to those including that found in the solution and X-ray conformation of the natural product.