(6-Cyclopropyl-3-nitro-2-oxo-2H-pyridin-1-yl)-acetic acid tert-butyl ester | 187163-99-1

• 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: (6-Cyclopropyl-3-nitro-2-oxo-2H-pyridin-1-yl)-acetic acid tert-butyl ester
• 英文别名: Tert-butyl 2-(6-cyclopropyl-3-nitro-2-oxopyridin-1-yl)acetate
• CAS: 187163-99-1
• 化学式: C₁₄H₁₈N₂O₅
• 分子量: 294.307
• InChiKey: MUPNVIBKWSQJHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  92.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (6-Cyclopropyl-3-nitro-2-oxo-2H-pyridin-1-yl)-acetic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 (3-Amino-2-oxo-6-propyl-2H-pyridin-1-yl)-acetic acid tert-butyl ester
  参考文献：
  名称：

  C6 Modification of the pyridinone core of thrombin inhibitor L-374,087 as a means of enhancing its oral absorption

  摘要：

  1 (L-374,087) is a potent, selective, efficacious, and orally bioavailable thrombin inhibitor that contains a core 3-amino-2-pyridinone moiety. Replacement of the C6 pyridinone methyl group of 1 by a propyl group gave 5 (L-375,052), which retained all the excellent properties of 1, and also yielded higher plasma levels after oral dosing in dogs and rats. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00297-2
• 作为产物：
  描述：

  环丙甲基酮 在 哌啶乙酸盐 、 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 生成 (6-Cyclopropyl-3-nitro-2-oxo-2H-pyridin-1-yl)-acetic acid tert-butyl ester
  参考文献：
  名称：

  C6 Modification of the pyridinone core of thrombin inhibitor L-374,087 as a means of enhancing its oral absorption

  摘要：

  1 (L-374,087) is a potent, selective, efficacious, and orally bioavailable thrombin inhibitor that contains a core 3-amino-2-pyridinone moiety. Replacement of the C6 pyridinone methyl group of 1 by a propyl group gave 5 (L-375,052), which retained all the excellent properties of 1, and also yielded higher plasma levels after oral dosing in dogs and rats. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00297-2