(S)-3-tert-Butoxycarbonylamino-5-ethoxycarbonylmethyl-4-oxo-[1,5]diazocane-1-carboxylic acid benzyl ester | 866560-19-2

• 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: (S)-3-tert-Butoxycarbonylamino-5-ethoxycarbonylmethyl-4-oxo-[1,5]diazocane-1-carboxylic acid benzyl ester
• CAS: 866560-19-2
• 化学式: C₂₃H₃₃N₃O₇
• 分子量: 463.531
• InChiKey: FGCZFYYHECSQKY-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  114.48
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-3-tert-Butoxycarbonylamino-5-ethoxycarbonylmethyl-4-oxo-[1,5]diazocane-1-carboxylic acid benzyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-3-Amino-5-ethoxycarbonylmethyl-4-oxo-[1,5]diazocane-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Discovery of novel conformationally restricted diazocan peptidomimetics as inhibitors of interleukin-1β synthesis

  摘要：

  A novel diazocan containing dipeptide mimetic was synthesized via reductive N-N bond cleavage of a pyrazolidino-pyrazolidine using Raney-Ni and evaluated as an ICE inhibitor. This versatile 8-membered ring containing scaffold possesses an N-5 ring nitrogen that was used to explore structure-activity relationships in a cell-based assay measuring inhibition of interleukin-1 beta. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.050
• 作为产物：
  描述：

  BOC-L-丝氨酸 在 双(三甲基硅烷基)氨基钾 、 镍 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 异丙醇 为溶剂， 反应 2.0h， 生成 (S)-3-tert-Butoxycarbonylamino-5-ethoxycarbonylmethyl-4-oxo-[1,5]diazocane-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Discovery of novel conformationally restricted diazocan peptidomimetics as inhibitors of interleukin-1β synthesis

  摘要：

  A novel diazocan containing dipeptide mimetic was synthesized via reductive N-N bond cleavage of a pyrazolidino-pyrazolidine using Raney-Ni and evaluated as an ICE inhibitor. This versatile 8-membered ring containing scaffold possesses an N-5 ring nitrogen that was used to explore structure-activity relationships in a cell-based assay measuring inhibition of interleukin-1 beta. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.050