(R)-3-Amino-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester | 309977-98-8

• 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)-3-Amino-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester
• 英文别名: methyl (3R)-3-amino-3-[4-(2-methoxyphenyl)phenyl]propanoate
• CAS: 309977-98-8
• 化学式: C₁₇H₁₉NO₃
• 分子量: 285.343
• InChiKey: PBOHSIKSEFKEQT-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-3-Amino-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester 在 lithium hydroxide 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (R)-3-{[(S)-1-(3,5-Dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid
  参考文献：
  名称：

  Substituted 3-amino biaryl propionic acids as potent VLA-4 antagonists

  摘要：

  A series of substituted N-(3,5-dichlorobenzenesulfonyl)-(L)-prolyl- and (L)-azetidyl-beta-biaryl beta-alanine derivatives was prepared as selective and potent VLA-4 antagonists. The 2,6-dioxygenated biaryl substitution pattern is important for optimizing potency. Oral bioavailability was variable and may be a result of binding to circulating plasma proteins. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00460-2
• 作为产物：
  描述：

  (R)-β-tyrosine methyl ester 在 盐酸 、 四(三苯基膦)钯 、 potassium carbonate 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 、 甲苯 为溶剂， 反应 6.0h， 生成 (R)-3-Amino-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester
  参考文献：
  名称：

  Substituted 3-amino biaryl propionic acids as potent VLA-4 antagonists

  摘要：

  A series of substituted N-(3,5-dichlorobenzenesulfonyl)-(L)-prolyl- and (L)-azetidyl-beta-biaryl beta-alanine derivatives was prepared as selective and potent VLA-4 antagonists. The 2,6-dioxygenated biaryl substitution pattern is important for optimizing potency. Oral bioavailability was variable and may be a result of binding to circulating plasma proteins. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00460-2

文献信息

• Substituted 3-amino biaryl propionic acids as potent VLA-4 antagonists
  作者：Ihor E Kopka、Linus S Lin、Richard A Mumford、Thomas Lanza、Plato A Magriotis、David Young、Stephen E DeLaszlo、Malcolm MacCoss、Sander G Mills、Gail Van Riper、Ermengilda McCauley、Kathryn Lyons、Stella Vincent、Linda A Egger、Usha Kidambi、Ralph Stearns、Adria Colletti、Yohannes Teffera、Sharon Tong、Karen Owens、Dorothy Levorse、John A Schmidt、William K Hagmann

  DOI：10.1016/s0960-894x(02)00460-2

  日期：2002.9

  A series of substituted N-(3,5-dichlorobenzenesulfonyl)-(L)-prolyl- and (L)-azetidyl-beta-biaryl beta-alanine derivatives was prepared as selective and potent VLA-4 antagonists. The 2,6-dioxygenated biaryl substitution pattern is important for optimizing potency. Oral bioavailability was variable and may be a result of binding to circulating plasma proteins. (C) 2002 Elsevier Science Ltd. All rights reserved.