(E)-3-Benzo[1,3]dioxol-5-yl-5-{1-[3-(5-hydroxy-1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-benzoyl]-piperidin-4-yl}-pent-4-enoic acid methyl ester | 791064-77-2

• 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: (E)-3-Benzo[1,3]dioxol-5-yl-5-{1-[3-(5-hydroxy-1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-benzoyl]-piperidin-4-yl}-pent-4-enoic acid methyl ester
• CAS: 791064-77-2
• 化学式: C₂₉H₃₄N₄O₆
• 分子量: 534.612
• InChiKey: DWCZCVXDPFRRLR-AATRIKPKSA-N

物化性质

• 沸点：
  700.1±70.0 °C(predicted)
• 密度：
  1.36±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  39.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  121.72
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (E)-3-Benzo[1,3]dioxol-5-yl-5-{1-[3-(5-hydroxy-1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-benzoyl]-piperidin-4-yl}-pent-4-enoic acid methyl ester 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 生成 β-(1,3-benzodioxol-5-yl)-1-[3-[(1,4,5,6-tetrahydro-5-hydroxy-2-pyrimidinyl)amino]benzoyl]-4-piperidinepentanoic acid
  参考文献：
  名称：

  Piperidine-containing β-arylpropionic acids as potent antagonists of αvβ3/αvβ5 integrins

  摘要：

  The synthesis and SAR of a new class of Piperidine-based alpha(v)beta(3)/alpha(v)beta(5) integrin antagonists is described. Replacement of an amide bond in a prototype isonipecotamide by a C-C isostere, and adjustment of the spacer length between the carboxylic acid and basic moieties, led to low nanomolar antagonists of alpha(v)beta(3) and alpha(v)beta(5) integrins with excellent selectivity versus alpha(IIb)beta(3). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.061
• 作为产物：
  描述：

  在 sodium hydride 、 N,N-二异丙基乙胺 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-3-Benzo[1,3]dioxol-5-yl-5-{1-[3-(5-hydroxy-1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-benzoyl]-piperidin-4-yl}-pent-4-enoic acid methyl ester
  参考文献：
  名称：

  Piperidine-containing β-arylpropionic acids as potent antagonists of αvβ3/αvβ5 integrins

  摘要：

  The synthesis and SAR of a new class of Piperidine-based alpha(v)beta(3)/alpha(v)beta(5) integrin antagonists is described. Replacement of an amide bond in a prototype isonipecotamide by a C-C isostere, and adjustment of the spacer length between the carboxylic acid and basic moieties, led to low nanomolar antagonists of alpha(v)beta(3) and alpha(v)beta(5) integrins with excellent selectivity versus alpha(IIb)beta(3). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.061