N^α-tert-butyloxycarbonyl-N⁵-(5'-deoxy-5'-adenyl(N⁶-benzoyl))-L-isoglutamine benzyl ester | 623166-69-8

• 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: N^α-tert-butyloxycarbonyl-N⁵-(5'-deoxy-5'-adenyl(N⁶-benzoyl))-L-isoglutamine benzyl ester
• 英文别名: benzyl (4S)-5-[[(2R,3S,4R,5R)-5-(6-benzamidopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methylamino]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoate
• CAS: 623166-69-8
• 化学式: C₃₄H₃₉N₇O₉
• 分子量: 689.725
• InChiKey: ONUYQNORZGIHLS-KUTQLRCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  50
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  216
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N^α-tert-butyloxycarbonyl-N⁵-(5'-deoxy-5'-adenyl(N⁶-benzoyl))-L-isoglutamine benzyl ester 在 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 0.67h， 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
• 作为产物：
  描述：

  N-叔丁氧羰基-L-谷氨酸 5-苄酯 、 5'-NH2-Ado(N⁶-Bz) 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 1.0h， 以75.8%的产率得到N^α-tert-butyloxycarbonyl-N⁵-(5'-deoxy-5'-adenyl(N⁶-benzoyl))-L-isoglutamine 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

文献信息

• Solid-phase synthesis of peptide ribonucleic acids (PRNA)
  作者：Hirofumi Sato、Yusuke Hashimoto、Takehiko Wada、Yoshihisa Inoue

  DOI：10.1016/j.tet.2003.08.024

  日期：2003.9

  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.