(R)-4-methoxy-N-benzoyl-phenylalanine | 144754-19-8

• 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)-4-methoxy-N-benzoyl-phenylalanine
• 英文别名: N-benzoyl-O-methyl-D-tyrosine；N-Benzoyl-O-methyl-D-tyrosin；(2R)-2-benzamido-3-(4-methoxyphenyl)propanoic acid
• CAS: 144754-19-8
• 化学式: C₁₇H₁₇NO₄
• 分子量: 299.326
• InChiKey: YTOCJBLYUMGSLN-OAHLLOKOSA-N

物化性质

• 沸点：
  562.4±45.0 °C(Predicted)
• 密度：
  1.234±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-苯甲酰氨基-3-(4-甲氧基-苯基)-丙酸 在 soil bacteria 作用下， 生成 (R)-4-methoxy-N-benzoyl-phenylalanine
  参考文献：
  名称：

  Toyoura, Chemical and pharmaceutical bulletin, 1959, vol. 7, p. 787

  摘要：

  DOI：

文献信息

• Direct Acylation of α-Amino Acids and Dipeptides
  作者：Edward Ronwin

  DOI：10.1021/jo50017a014

  日期：1953.11
• Unusual amino acids III. Asymmetric synthesis of 3-arylalanines
  作者：Stefan Taudien、Klaus Schinkowski、Hans-Walter Krause

  DOI：10.1016/s0957-4166(00)86017-6

  日期：1993.1

  21 (Z)-alpha-N-benzoylamino-beta-arylacrylic acids and their esters were prepared by known procedures and hydrogenated to the corresponding optically active alpha-benzoyl-beta-arylalanine derivatives with optical yields in the range of 82-95% ee using the cationic rhodium complex of ''PROPRAPHOS'' as the chiral catalyst No electronical influences of the substituents at the aryl moiety on the enantioselectivity were observed but a sterical one, proved by X-ray crystallographic analysis and computer-aided modellings. Deacylation of the hydrogenated spezies produced the hydrochlorides of the 3-arylalanines attended by a partial racemisation In this case the hydrogenation of urethane type protected dehydroaminoacid derivatives seems to be the alternative.
• US5219731A
  申请人：——

  公开号：US5219731A

  公开（公告）日：1993-06-15
• Toyoura, Chemical and pharmaceutical bulletin, 1959, vol. 7, p. 787
  作者：Toyoura

  DOI：——

  日期：——