(2S)-2-amino-3-(4-cyanophenyl)-N-cyclopentyl-N-methylpropanamide | 390803-43-7

• 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: (2S)-2-amino-3-(4-cyanophenyl)-N-cyclopentyl-N-methylpropanamide
• CAS: 390803-43-7
• 化学式: C₁₆H₂₁N₃O
• 分子量: 271.362
• InChiKey: BDGCGLWEKVFMEW-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S)-2-amino-3-(4-cyanophenyl)-N-cyclopentyl-N-methylpropanamide 在 palladium on activated charcoal 盐酸 、 4-二甲氨基吡啶 、 4-nitrophenyl carbonate-Wang resin 、 TEA 、 四丁基氟化铵 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 (2S)-3-[4-(aminomethyl)phenyl]-N-cyclopentyl-N-methyl-2-[[4-(2-methylbutan-2-yl)phenyl]sulfonylamino]propanamide
  参考文献：
  名称：

  Solid phase synthesis of benzylamine-derived sulfonamide library

  摘要：

  Using solid phase synthesis, a library has been constructed of benzylamine-derived sulfonamides which have strong inhibitory activity against the blood coagulant thrombin. The library compounds were obtained in good yield and high purity; four of these thrombin inhibitors showed nanomolar potency (Ki 600-10 nM). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00114-0
• 作为产物：
  描述：

  Boc-L-4-氰基苯丙氨酸 在 TEA 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 (2S)-2-amino-3-(4-cyanophenyl)-N-cyclopentyl-N-methylpropanamide
  参考文献：
  名称：

  Solid phase synthesis of benzylamine-derived sulfonamide library

  摘要：

  Using solid phase synthesis, a library has been constructed of benzylamine-derived sulfonamides which have strong inhibitory activity against the blood coagulant thrombin. The library compounds were obtained in good yield and high purity; four of these thrombin inhibitors showed nanomolar potency (Ki 600-10 nM). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00114-0

文献信息

• Solid phase synthesis of benzylamine-derived sulfonamide library
  作者：Sang Woong Kim、Chang Yong Hong、Koo Lee、Eun Ju Lee、Jong Sung Koh

  DOI：10.1016/s0960-894x(98)00114-0

  日期：1998.4

  Using solid phase synthesis, a library has been constructed of benzylamine-derived sulfonamides which have strong inhibitory activity against the blood coagulant thrombin. The library compounds were obtained in good yield and high purity; four of these thrombin inhibitors showed nanomolar potency (Ki 600-10 nM). (C) 1998 Elsevier Science Ltd. All rights reserved.