benzyl [N-(5-phenyl-5-oxopentyl)amino]methanoate | 119174-36-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl [N-(5-phenyl-5-oxopentyl)amino]methanoate
• 英文别名: benzyl N-(5-oxo-5-phenylpentyl)carbamate
• CAS: 119174-36-6
• 化学式: C₁₉H₂₁NO₃
• 分子量: 311.381
• InChiKey: AXJQLEVDQVMJPB-UHFFFAOYSA-N

物化性质

• 熔点：
  66-68 °C
• 沸点：
  497.7±38.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyl [N-(5-phenyl-5-oxopentyl)amino]methanoate 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 sodium hydride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 生成 tert-butyl 7-[(5-cyano-1H-indole-2-carbonyl)amino]-3-phenylheptanoate
  参考文献：
  名称：

  Use of Conformationally Restricted Benzamidines as Arginine Surrogates in the Design of Platelet GPIIb-IIIa Receptor Antagonists

  摘要：

  The use of 5,6-bicyclic amidines as arginine surrogates in the design of a novel class of potent platelet glycoprotein IIb-IIIa receptor (GPIIb-IIIa) antagonists is described. The additional conformational restriction offered by the bicyclic nucleus results in 20-400-fold increases in potency compared to the freely flexible, acyclic benzamidine counterpart. The design, synthesis, structure-activity relationships (SAR), and in vitro activity of this novel class of GPIIb-IIIa antagonists are presented.

  DOI：

  10.1021/jm970020k
• 作为产物：
  描述：

  5-(苄氧羰基氨基)戊酸 在 N-甲基吗啉 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 4.75h， 生成 benzyl [N-(5-phenyl-5-oxopentyl)amino]methanoate
  参考文献：
  名称：

  Use of Conformationally Restricted Benzamidines as Arginine Surrogates in the Design of Platelet GPIIb-IIIa Receptor Antagonists

  摘要：

  The use of 5,6-bicyclic amidines as arginine surrogates in the design of a novel class of potent platelet glycoprotein IIb-IIIa receptor (GPIIb-IIIa) antagonists is described. The additional conformational restriction offered by the bicyclic nucleus results in 20-400-fold increases in potency compared to the freely flexible, acyclic benzamidine counterpart. The design, synthesis, structure-activity relationships (SAR), and in vitro activity of this novel class of GPIIb-IIIa antagonists are presented.

  DOI：

  10.1021/jm970020k

文献信息

• Organometallic ring-opening reactions of N-acyl and N-alkoxycarbonyl lactams. Synthesis of cyclic imines
  作者：Arianna Giovannini、Diego Savoia、Achille Umani-Ronchi

  DOI：10.1021/jo00262a048

  日期：1989.1
• GIOVANNINI, ARIANNA;SAVOIA, DIEGO;UMANI-RONCHI, ACHILLE, J. ORG. CHEM., 54,(1989) N, C. 228-234
  作者：GIOVANNINI, ARIANNA、SAVOIA, DIEGO、UMANI-RONCHI, ACHILLE

  DOI：——

  日期：——