4-N-benzoyl-2'-O-(9-phenylxanthen-9-yl)cytidine | 120317-04-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物
• 英文名称: 4-N-benzoyl-2'-O-(9-phenylxanthen-9-yl)cytidine
• 英文别名: N-[1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-(9-phenylxanthen-9-yl)oxyoxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide
• CAS: 120317-04-6
• 化学式: C₃₅H₂₉N₃O₇
• 分子量: 603.631
• InChiKey: MMQVNYZJORBXKQ-CSEBVFCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  45.0
• 可旋转键数：
  7.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  132.14
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  4-N-benzoyl-2'-O-(9-phenylxanthen-9-yl)cytidine 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 、 三乙胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 4-N-benzoyl-2'-O-(9-phenylxanthen-9-yl)-3'-O-laevulinyl-5'-O-(tert-butoxydiphenylsilyl)cytidine
  参考文献：
  名称：

  Solid-phase synthesis of branched RNA and branched DNA/RNA chimeras

  摘要：

  An effective method for synthesising branched oligonucleotides on solid phase in the 5' to 3' direction has been developed. Special branch-point monomers enable the synthesis of branched oligonucleotides which can have sequences of different length and base composition attached to the 2'-and 3'-hydroxyl groups of the branch point ribonucleoside. The branched oligonucleotides are assembled on commercial DNA synthesisers, the crude products are readily purified by reversed phase HPLC and the fully deprotected products are conveniently analysed by mass spectrometry. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00731-x
• 作为产物：
  描述：

  N-{2-Oxo-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(9-phenyl-9H-xanthen-9-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1,2-dihydro-pyrimidin-4-yl}-benzamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以7.16 g的产率得到4-N-benzoyl-2'-O-(9-phenylxanthen-9-yl)cytidine
  参考文献：
  名称：

  Solid-phase synthesis of branched RNA and branched DNA/RNA chimeras

  摘要：

  An effective method for synthesising branched oligonucleotides on solid phase in the 5' to 3' direction has been developed. Special branch-point monomers enable the synthesis of branched oligonucleotides which can have sequences of different length and base composition attached to the 2'-and 3'-hydroxyl groups of the branch point ribonucleoside. The branched oligonucleotides are assembled on commercial DNA synthesisers, the crude products are readily purified by reversed phase HPLC and the fully deprotected products are conveniently analysed by mass spectrometry. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00731-x

文献信息

• A new regiospecific synthesis of “Branched” tetraribonucleotide and its three analogues to delineate the chemospecific role of the “Branch-point” adenine nucleotide in splicing
  作者：N. Balgobin、A. Földesi、G. Remand、J. Chattopadhyaya

  DOI：10.1016/s0040-4020(01)86223-2

  日期：1988.1

  2'-OH protecting groups (9-phenylxanthen-9-yl-), by a mild acid treatment, at the branch-accepting sugar moiety to give the intermediates 23–26 in high yields. These intermediates 23–26 have been subsequently converted to the “branched” tetraribonucleotides 28–31 by reactions with appropriately protected 5'-phosphiteamidite block 27 in the usual manner. The deprotectected “branched” tetraribonucleotides

  使用关键的三聚体结构单元19-22报告了四个“支链”四核糖核苷酸32-35的合成，这些结构单元是通过H-膦酸酯化学方法开发的，通过18与14-17的反应方便地制备的。互补的适当选择2'-OH保护基团的中间体19-22已经允许一个区域选择性除去一个2'-OH保护基团（9- phenylxanthen -9-基 - ），通过温和的酸处理，在分支接受糖部分以高收率得到中间体23–26。这些中间体23-26随后通过与受适当保护的5'-亚磷酰胺嵌段27的反应以常规方式转化为“支链”四核糖核苷酸28-31。1 H-和31 p-NMR光谱。这些分支的四核糖核苷酸的二维1 H / 31 P相关光谱法已明确地确定了3'→5'和2'→5'磷酸二酯键的区域特异性位点。
• BALGOBIN, N.;FOLDESI, A.;REMAUD, G.;CHATTOPADHYAYA, J., TETRAHEDRON, 44,(1988) N 22, C. 6929-6939
  作者：BALGOBIN, N.、FOLDESI, A.、REMAUD, G.、CHATTOPADHYAYA, J.

  DOI：——

  日期：——