((R)-4-tert-Butoxycarbonylamino-2-phenylmethanesulfonylamino-butyrylamino)-acetic acid | 261368-13-2

• 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: ((R)-4-tert-Butoxycarbonylamino-2-phenylmethanesulfonylamino-butyrylamino)-acetic acid
• CAS: 261368-13-2
• 化学式: C₁₈H₂₇N₃O₇S
• 分子量: 429.494
• InChiKey: WUJWYRFPRRQWRX-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.59
• 重原子数：
  29.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  150.9
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-甲基吡嗪-2-羧酸 、 N'-硝基-L-精氨酸 、 ((R)-4-tert-Butoxycarbonylamino-2-phenylmethanesulfonylamino-butyrylamino)-acetic acid 生成 {(R)-1-{[((S)-1-Carbamimidoyl-2-hydroxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-3-[(5-methyl-pyrazine-2-carbonyl)-amino]-propyl}-carbamic acid benzyl 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：

  ((R)-4-tert-Butoxycarbonylamino-2-phenylmethanesulfonylamino-butyrylamino)-acetic acid ethyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 ((R)-4-tert-Butoxycarbonylamino-2-phenylmethanesulfonylamino-butyrylamino)-acetic acid
  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