Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3S,5R)-5-formylamino-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester | 135878-60-3

• 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: Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3S,5R)-5-formylamino-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester
• 英文别名: N-[(2R,4S,5R)-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]formamide
• CAS: 135878-60-3
• 化学式: C₃₅H₄₄N₃O₆P
• 分子量: 633.725
• InChiKey: HZUFWGSSMQDVBA-XTZXYHISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  45
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3S,5R)-5-formylamino-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 在 ammonium hydroxide 作用下， 反应 12.0h， 生成 Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3S,5R)-5-formylamino-2-hydroxymethyl-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Deoxyribosylurea and deoxyribosylformamide oligonucleotides

  摘要：

  Triple helix-forming oligonucleotides could bind directly to natural B-DNA provided the sequence-recognition groups were directly linked to the ribose backbone. For adenine recognition, the a bonding network of a deoxyribosylamide is required. To this end, deoxyribosylurea and deoxyribosylformamide were obtained by oxydative degradation of thymine. The former compound was shown to be an untractable slow exchange mixture of anomers. beta-Deoxyribosylformamide (F), a 7/3 cis:trans mixture of isomers, was tritylated, phosphitylated and an oligonucleotide T(F)(8)T was synthesized and characterized.

  DOI：

  10.1016/0040-4039(95)01950-m
• 作为产物：
  描述：

  N-{(2R,4S,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-formamide 、 双(二异丙基氨基)(2-氰基乙氧基)膦 在 四氮唑 作用下， 以 二氯甲烷 为溶剂， 以61%的产率得到Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2R,3S,5R)-5-formylamino-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Deoxyribosylurea and deoxyribosylformamide oligonucleotides

  摘要：

  Triple helix-forming oligonucleotides could bind directly to natural B-DNA provided the sequence-recognition groups were directly linked to the ribose backbone. For adenine recognition, the a bonding network of a deoxyribosylamide is required. To this end, deoxyribosylurea and deoxyribosylformamide were obtained by oxydative degradation of thymine. The former compound was shown to be an untractable slow exchange mixture of anomers. beta-Deoxyribosylformamide (F), a 7/3 cis:trans mixture of isomers, was tritylated, phosphitylated and an oligonucleotide T(F)(8)T was synthesized and characterized.

  DOI：

  10.1016/0040-4039(95)01950-m

文献信息

• GUY, ANDRE;BAZIN, HERVE;TEOULE, ROBERT, NUCLEOSIDES AND NUCLEOTIDES, 10,(1991) N-3, C. 565-566
  作者：GUY, ANDRE、BAZIN, HERVE、TEOULE, ROBERT

  DOI：——

  日期：——