(2S,4S)-4-(6-Benzoylamino-purin-9-yl)-1-(2-tert-butoxycarbonylamino-ethyl)-pyrrolidine-2-carboxylic acid methyl ester | 340961-33-3

• 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,4S)-4-(6-Benzoylamino-purin-9-yl)-1-(2-tert-butoxycarbonylamino-ethyl)-pyrrolidine-2-carboxylic acid methyl ester
• 英文别名: methyl (2S,4S)-4-(6-benzamidopurin-9-yl)-1-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]pyrrolidine-2-carboxylate
• CAS: 340961-33-3
• 化学式: C₂₅H₃₁N₇O₅
• 分子量: 509.565
• InChiKey: GBXASOARPKJULX-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  141
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2S,4S)-4-(6-Benzoylamino-purin-9-yl)-1-(2-tert-butoxycarbonylamino-ethyl)-pyrrolidine-2-carboxylic acid methyl ester 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以95%的产率得到
  参考文献：
  名称：

  Aminoethylprolyl (aep) PNA:  Mixed Purine/Pyrimidine Oligomers and Binding Orientation Preferences for PNA:DNA Duplex Formation

  摘要：

  [GRAPHICS]The synthesis of (2S,4S)- and (PR,4S)-aepPNA monomers of adenine, guanine, and cytosine (3-5) end their incorporation at appropriate positions into aegPNA sequence 7 leads to mixed aeg-aep backbone/mixed nucleobase PNAs 8-11, The thermal stabilities of the derived duplexes with DNA are found to be dependent on nucleobase and backbone stereochemistry.

  DOI：

  10.1021/ol015546k
• 作为产物：
  描述：

  1-(N-[2-(tert-butoxycarbonylamino)ethyl])-4-(R)-hydroxy-2-(S)-proline methyl ester 在 potassium carbonate 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2S,4S)-4-(6-Benzoylamino-purin-9-yl)-1-(2-tert-butoxycarbonylamino-ethyl)-pyrrolidine-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Aminoethylprolyl (aep) PNA:  Mixed Purine/Pyrimidine Oligomers and Binding Orientation Preferences for PNA:DNA Duplex Formation

  摘要：

  [GRAPHICS]The synthesis of (2S,4S)- and (PR,4S)-aepPNA monomers of adenine, guanine, and cytosine (3-5) end their incorporation at appropriate positions into aegPNA sequence 7 leads to mixed aeg-aep backbone/mixed nucleobase PNAs 8-11, The thermal stabilities of the derived duplexes with DNA are found to be dependent on nucleobase and backbone stereochemistry.

  DOI：

  10.1021/ol015546k

文献信息

• Aminoethylprolyl (<i>a</i><i>ep</i>) PNA:  Mixed Purine/Pyrimidine Oligomers and Binding Orientation Preferences for PNA:DNA Duplex Formation
  作者：Moneesha D'Costa、Vaijayanti Kumar、Krishna N. Ganesh

  DOI：10.1021/ol015546k

  日期：2001.5.1

  [GRAPHICS]The synthesis of (2S,4S)- and (PR,4S)-aepPNA monomers of adenine, guanine, and cytosine (3-5) end their incorporation at appropriate positions into aegPNA sequence 7 leads to mixed aeg-aep backbone/mixed nucleobase PNAs 8-11, The thermal stabilities of the derived duplexes with DNA are found to be dependent on nucleobase and backbone stereochemistry.