(R)-4-[(E)-2-(4-Methoxy-phenyl)-vinyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester | 444993-34-4

• 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: (R)-4-[(E)-2-(4-Methoxy-phenyl)-vinyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester
• 英文别名: benzyl (4R)-4-[(E)-2-(4-methoxyphenyl)ethenyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 444993-34-4
• 化学式: C₂₂H₂₅NO₄
• 分子量: 367.445
• InChiKey: FSLPQPHQORQXGG-VSRDTVRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-4-[(E)-2-(4-Methoxy-phenyl)-vinyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 在 盐酸 作用下， 以 甲醇 为溶剂， 以100%的产率得到[(E)-(R)-1-Hydroxymethyl-3-(4-methoxy-phenyl)-allyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Heck reactions of amino acid building blocks: application to the synthesis of pyrrololine analogues

  摘要：

  Heck reactions of unsaturated amino acid building blocks are described which allow acess to homo- and bis-homophenylalanine derivatives and to gamma,delta-unsaturated amino acids. Preliminary synthetic studies utilising this chemistry for the preparation of pyrrololine and deoxypyrrololine analogues are also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00512-9
• 作为产物：
  描述：

  4-碘苯甲醚 、 benzyl (4R)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate 在 palladium diacetate 三丁基膦 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以78%的产率得到(R)-4-[(E)-2-(4-Methoxy-phenyl)-vinyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester
  参考文献：
  名称：

  Heck reactions of amino acid building blocks: application to the synthesis of pyrrololine analogues

  摘要：

  Heck reactions of unsaturated amino acid building blocks are described which allow acess to homo- and bis-homophenylalanine derivatives and to gamma,delta-unsaturated amino acids. Preliminary synthetic studies utilising this chemistry for the preparation of pyrrololine and deoxypyrrololine analogues are also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00512-9

文献信息

• Heck reactions of amino acid building blocks: application to the synthesis of pyrrololine analogues
  作者：Philip N. Collier、Ian Patel、Richard J.K. Taylor

  DOI：10.1016/s0040-4039(02)00512-9

  日期：2002.4

  Heck reactions of unsaturated amino acid building blocks are described which allow acess to homo- and bis-homophenylalanine derivatives and to gamma,delta-unsaturated amino acids. Preliminary synthetic studies utilising this chemistry for the preparation of pyrrololine and deoxypyrrololine analogues are also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.