methyl 2-[[(4S)-3-acetyl-1,3-thiazolidine-4-carbonyl]amino]-2-[dimethoxy(oxido)phosphaniumyl]acetate | 244086-29-1

• 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: methyl 2-[[(4S)-3-acetyl-1,3-thiazolidine-4-carbonyl]amino]-2-[dimethoxy(oxido)phosphaniumyl]acetate
• CAS: 244086-29-1
• 化学式: C₁₁H₁₉N₂O₇PS
• 分子量: 354.321
• InChiKey: CSAVQNVKHQWCNK-HNHGDDPOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  143
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 2-[[(4S)-3-acetyl-1,3-thiazolidine-4-carbonyl]amino]-2-[dimethoxy(oxido)phosphaniumyl]acetate 在 lithium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-2-[((S)-3-Acetyl-thiazolidine-4-carbonyl)-amino]-3-{4-[(3,5-dichloro-pyridine-4-carbonyl)-amino]-phenyl}-acrylic acid
  参考文献：
  名称：

  Dehydrophenylalanine derivatives as VLA-4 integrin antagonists

  摘要：

  We describe a series of dehydrophenylalanine derivatives where the Z isomers are potent VLA-4 antagonists but are subject to rapid biliary clearance and the E isomers have poor activity but have a slower rate of clearance. These configurationally constrained molecules have led to the design of a novel class of benzodiazepine VLA-4 antagonists. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00019-2
• 作为产物：
  描述：

  (±)-Z-α-膦酰甘氨酸三甲酯 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 methyl 2-[[(4S)-3-acetyl-1,3-thiazolidine-4-carbonyl]amino]-2-[dimethoxy(oxido)phosphaniumyl]acetate
  参考文献：
  名称：

  Dehydrophenylalanine derivatives as VLA-4 integrin antagonists

  摘要：

  We describe a series of dehydrophenylalanine derivatives where the Z isomers are potent VLA-4 antagonists but are subject to rapid biliary clearance and the E isomers have poor activity but have a slower rate of clearance. These configurationally constrained molecules have led to the design of a novel class of benzodiazepine VLA-4 antagonists. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00019-2

文献信息

• Dehydrophenylalanine derivatives as VLA-4 integrin antagonists
  作者：John R. Porter、Sarah C. Archibald、Julien A. Brown、Kirstie Childs、David Critchley、John C. Head、Ted A.H. Parton、Martyn K. Robinson、Anthony Shock、Richard J. Taylor、Graham J. Warrellow

  DOI：10.1016/s0960-894x(03)00019-2

  日期：2003.3

  We describe a series of dehydrophenylalanine derivatives where the Z isomers are potent VLA-4 antagonists but are subject to rapid biliary clearance and the E isomers have poor activity but have a slower rate of clearance. These configurationally constrained molecules have led to the design of a novel class of benzodiazepine VLA-4 antagonists. (C) 2003 Elsevier Science Ltd. All rights reserved.