N⁶-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite] | 136340-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N⁶-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite]
• 英文别名: N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[[di(propan-2-yl)amino]-[2-(4-nitrophenyl)ethoxy]phosphanyl]oxyoxolan-2-yl]purin-6-yl]benzamide
• CAS: 136340-77-7
• 化学式: C₅₂H₅₆N₇O₉P
• 分子量: 954.032
• InChiKey: MVAXGQAQFHKLLR-LOWOKGRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  69
• 可旋转键数：
  20
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  177
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  5'-O-dimethoxytrityl-3'-O-[2-(4-nitrophenyl)ethoxy-N,N-diisopropyl]-2'-deoxythymidine phosphoramidite 、 N⁴-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite] 、 N⁶-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite] 、 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N²-isobutyrylguanosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite] 、 alkaline earth salt of/the/ methylsulfuric acid 生成 CGTp(S)ACG
  参考文献：
  名称：

  Roelen, H. C. P. F.; Kamer, P. C. J.; Elst, H. van den, Recueil des Travaux Chimiques des Pays-Bas, 1991, vol. 110, # 7-8, p. 325 - 331

  摘要：

  DOI：
• 作为产物：
  描述：

  双二异丙基氨基氯化磷 在 四氮唑 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醚 、 乙腈 为溶剂， 反应 2.0h， 生成 N⁶-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite]
  参考文献：
  名称：

  Roelen, H. C. P. F.; Kamer, P. C. J.; Elst, H. van den, Recueil des Travaux Chimiques des Pays-Bas, 1991, vol. 110, # 7-8, p. 325 - 331

  摘要：

  DOI：

文献信息

• Nucleotides, Part LXIII, New 2-(4-Nitrophenyl)ethyl(Npe)- and 2-(4-Nitrophenyl)ethoxycarbonyl(Npeoc)-Protected 2′-Deoxyribonucleosides and Their 3′-Phosphoramidites - Versatile Building Blocks for Oligonucleotide Synthesis
  作者：Holger Lang、Margarete Gottlieb、Michael Schwarz、Silke Farkas、Bernd S. Schulz、Frank Himmelsbach、Ramamurthy Charubala、Wolfgang Pfleiderer

  DOI：10.1002/(sici)1522-2675(19991215)82:12<2172::aid-hlca2172>3.0.co;2-r

  日期：1999.12.15

  A series of new base-protected and 5'-O-(4-monomethoxytrityl)- or 5'-O-(4,4'-dimethoxytrityl)-substituted 3'-(2-cyanoethyl diisopropylphosphoramidites) and 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidites] 52-66 and 67-82, respectively, are prepared as potential building blocks for oligonucleotide synthesis (see Scheme). Thus, 3',5'-di-O-acyl- and N-2,3'-O,5'-O-triacyl-2'-deoxyguanosines can easily be converted into the corresponding O-6-alkyl derivatives 6, 8, 10, 12, 14, and 16 by a Mitsunobu reaction using the appropriate alcohol. Mild hydrolysis removes the acyl groups from the sugar moiety (--> 9, 11, 13, 15, and 19 (via 18), resp.) which can then be tritylated (--> 38-42) and phosphitylated (--> 57-61) in the usual manner. N-2-[2-(4-nitrophenyl)ethoxycarbonyl]-substituted and N-2-[2-(4-nitrophenyl)ethoxycarbonyl]-O-6-[2-(4-nitrophenyl)ethyl]-substituted 2'-deoxyguanosines 5 and 7, respectively, are synthesized as new starting materials for tritylation (--> 28, 35, and 37) and phosphitylation (--> 54, 56, 70, and 78). Various O-4-alkylthymidines (see 20-24) are also converted to their 5'-O-dimethoxytrityl derivatives (see 43-47) and the corresponding phosphoramidites (see 62-66 and 79-82).
• Roelen, H. C. P. F.; Kamer, P. C. J.; Elst, H. van den, Recueil des Travaux Chimiques des Pays-Bas, 1991, vol. 110, # 7-8, p. 325 - 331
  作者：Roelen, H. C. P. F.、Kamer, P. C. J.、Elst, H. van den、Marel, G. A. van der、Boom, J. H. van

  DOI：——

  日期：——