(S)-4-{[(2R,3S,4R,5R)-5-(6-Benzoylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester | 623166-72-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 5'-脱氧核糖核苷
• 英文名称: (S)-4-{[(2R,3S,4R,5R)-5-(6-Benzoylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester
• CAS: 623166-72-3
• 化学式: C₄₄H₄₁N₇O₉
• 分子量: 811.851
• InChiKey: PXYRPGAFDJOFMJ-MZFFEQIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  60.0
• 可旋转键数：
  14.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  216.12
• 氢给体数：
  5.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (S)-4-{[(2R,3S,4R,5R)-5-(6-Benzoylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以49%的产率得到N^α-fluorenylmethyloxycarbonyl-N⁵-(5'-deoxy-5'-adenyl(N⁶-benzoyl))-L-isoglutamine
  参考文献：
  名称：

  Solid-phase synthesis of peptide ribonucleic acids (PRNA)

  摘要：

  The range of available peptide ribonucleic acid (PRNA) monomers was fully expanded for the use in solid-phase synthesis of PRNA oligomers, which were designed to reversibly control the recognition and complexation behavior of the complementary DNA/RNA by external factors. A couple of PRNA 12-mers with desired purine-pyrimidine mixed sequences were prepared indeed in high yields by the solid-phase synthesis. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.08.024
• 作为产物：
  描述：

  N-叔丁氧羰基-L-谷氨酸 5-苄酯 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.67h， 生成 (S)-4-{[(2R,3S,4R,5R)-5-(6-Benzoylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester
  参考文献：
  名称：

  Solid-phase synthesis of peptide ribonucleic acids (PRNA)

  摘要：

  The range of available peptide ribonucleic acid (PRNA) monomers was fully expanded for the use in solid-phase synthesis of PRNA oligomers, which were designed to reversibly control the recognition and complexation behavior of the complementary DNA/RNA by external factors. A couple of PRNA 12-mers with desired purine-pyrimidine mixed sequences were prepared indeed in high yields by the solid-phase synthesis. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.08.024