ethyl 2-[[(2R)-2-(benzylsulfonylamino)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]acetate | 261367-91-3

• 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: ethyl 2-[[(2R)-2-(benzylsulfonylamino)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]acetate
• CAS: 261367-91-3
• 化学式: C₁₉H₂₉N₃O₇S
• 分子量: 443.521
• InChiKey: DKUVWFZJCKLGBR-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.68
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  139.9
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-[[(2R)-2-(benzylsulfonylamino)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]acetate 在 盐酸 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 {(R)-2-Phenylmethanesulfonylamino-3-[(pyrazine-2-carbonyl)-amino]-propionylamino}-acetic acid ethyl ester
  参考文献：
  名称：

  Exploratory solid-phase synthesis of factor Xa inhibitors: Discovery and application of P3-heterocyclic amides as novel types of non-basic arginine surrogates

  摘要：

  A series of novel FXa inhibitors 2a-m and 3a-f was discovered that feature heterocyclic carboxamides tethered to a d-diaminobutyric acid sidechain. These neutral amide derivatives serve as novel P-3 d-arginine mimics. Pyrazine carboxamide scaffolds afforded the most potent FXa inhibitors (e.g., 2b IC50 = 4.6 nM). The synthesis and biological activity of two focused libraries are reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00628-9
• 作为产物：
  描述：

  ethyl 2-[[(2R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(phenylmethoxycarbonylamino)propanoyl]amino]acetate 在 palladium on activated charcoal N-甲基吗啉 、 盐酸 、 氢气 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 ethyl 2-[[(2R)-2-(benzylsulfonylamino)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]acetate
  参考文献：
  名称：

  Exploratory solid-phase synthesis of factor Xa inhibitors: Discovery and application of P3-heterocyclic amides as novel types of non-basic arginine surrogates

  摘要：

  A series of novel FXa inhibitors 2a-m and 3a-f was discovered that feature heterocyclic carboxamides tethered to a d-diaminobutyric acid sidechain. These neutral amide derivatives serve as novel P-3 d-arginine mimics. Pyrazine carboxamide scaffolds afforded the most potent FXa inhibitors (e.g., 2b IC50 = 4.6 nM). The synthesis and biological activity of two focused libraries are reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00628-9