(1R,2R)-2-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester | 161513-40-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R,2R)-2-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS: 161513-40-2
• 化学式: C₁₉H₂₁N₃O₇
• 分子量: 403.392
• InChiKey: FGBPSQUMEPLHDU-ZIAGYGMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.27
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  131.11
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (1R,2R)-2-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester 在 palladium on activated charcoal 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 三氟乙酸 为溶剂， 生成 (1R,2R)-1-N-[2-[[(2S)-2-[[6-[(2-aminoethylamino)methyl]pyridine-2-carbonyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]ethyl]-2-N-[2-[[4-[[4-[[4-(butanoylamino)-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]ethyl]cyclopropane-1,2-dicarboxamide
  参考文献：
  名称：

  Design and synthesis of DNA cleaving bleomycin models: 1,2-trans-disubstituted cyclopropane units as novel linkers

  摘要：

  The design and synthesis of 1a - e functional models for bleomycin are described in which AMPHIS, a metal-complexing model of bleomycin, and a distamycin moiety are connected with a series of linkers. Studies on the rates of DNA breakage and a mobility assay of DNA cleavage ability show that trans-1,2-disubstituted cyclopropane units are the best linkers amongst those examined.

  DOI：

  10.1016/s0040-4039(00)73490-3
• 作为产物：
  描述：

  N-苄氧羰基乙二胺盐酸盐 、 trans-(1R,2R)-O,O'-bis(N-succinimidyl)-1,2-cyclopropanediester 以 氯仿 为溶剂， 以40%的产率得到(1R,2R)-2-(2-Benzyloxycarbonylamino-ethylcarbamoyl)-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester
  参考文献：
  名称：

  Design and synthesis of DNA cleaving bleomycin models: 1,2-trans-disubstituted cyclopropane units as novel linkers

  摘要：

  The design and synthesis of 1a - e functional models for bleomycin are described in which AMPHIS, a metal-complexing model of bleomycin, and a distamycin moiety are connected with a series of linkers. Studies on the rates of DNA breakage and a mobility assay of DNA cleavage ability show that trans-1,2-disubstituted cyclopropane units are the best linkers amongst those examined.

  DOI：

  10.1016/s0040-4039(00)73490-3