4-Methoxy-benzoic acid (2S,3R,4R,5R)-5-[2,6-bis-(2-phenoxy-acetylamino)-purin-9-yl]-4-(tert-butyl-dimethyl-silanyloxy)-3-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-tetrahydro-furan-2-ylmethyl ester | 256485-54-8

• 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: 4-Methoxy-benzoic acid (2S,3R,4R,5R)-5-[2,6-bis-(2-phenoxy-acetylamino)-purin-9-yl]-4-(tert-butyl-dimethyl-silanyloxy)-3-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-tetrahydro-furan-2-ylmethyl ester
• CAS: 256485-54-8
• 化学式: C₆₀H₆₃N₇O₁₀Si
• 分子量: 1070.29
• InChiKey: KLAAISMFOLWCQG-JQAQHYRPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.97
• 重原子数：
  78.0
• 可旋转键数：
  21.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  195.51
• 氢给体数：
  3.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  4-Methoxy-benzoic acid (2S,3R,4R,5R)-5-[2,6-bis-(2-phenoxy-acetylamino)-purin-9-yl]-4-(tert-butyl-dimethyl-silanyloxy)-3-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-tetrahydro-furan-2-ylmethyl ester 在 sodium hydroxide 、 N,N-二异丙基乙胺 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 3.08h， 生成 Diisopropyl-phosphoramidous acid (2S,3R,4R,5R)-5-[2,6-bis-(2-phenoxy-acetylamino)-purin-9-yl]-4-(tert-butyl-dimethyl-silanyloxy)-3-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester
  参考文献：
  名称：

  A Remarkable Stabilization of Complexes Formed by 2,6-Diaminopurine Oligonucleotide N3′→P5′ Phosphoramidates

  摘要：

  2'-Deoxyribo- and ribo-oligonucleotide N3'-->P5' phosphoramidates containing 2,6-diaminopurine nucleosides were synthesized. Thermal denaturation experiments demonstrated a significant stabilization of the complexes formed by these compounds with DNA and RNA complementary strands, relative to adenosine-containing phosphoramidate counterparts. The increase in melting temperature of the complexes reached up to 6.9 degreesC per substitution. The observed stabilization was attributed to the apparent synergistic effects of M-type sugar puckering of the oligonucleotide N3'-->P5' phosphoramidate backbone, and the ability of 2,6-diaminopurine bases to form three hydrogen bonds.

  DOI：

  10.1080/15257770008045446
• 作为产物：
  描述：

  4-Methyl-benzoic acid (2S,3R,4R,5R)-4-acetoxy-3-azido-5-[2,6-bis-(2-phenoxy-acetylamino)-purin-9-yl]-tetrahydro-furan-2-ylmethyl ester 在 咪唑 、 N-甲基咪唑 、 sodium hydroxide 作用下， 以 吡啶 、 甲醇 、 水 为溶剂， 反应 93.12h， 生成 4-Methoxy-benzoic acid (2S,3R,4R,5R)-5-[2,6-bis-(2-phenoxy-acetylamino)-purin-9-yl]-4-(tert-butyl-dimethyl-silanyloxy)-3-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  A Remarkable Stabilization of Complexes Formed by 2,6-Diaminopurine Oligonucleotide N3′→P5′ Phosphoramidates

  摘要：

  2'-Deoxyribo- and ribo-oligonucleotide N3'-->P5' phosphoramidates containing 2,6-diaminopurine nucleosides were synthesized. Thermal denaturation experiments demonstrated a significant stabilization of the complexes formed by these compounds with DNA and RNA complementary strands, relative to adenosine-containing phosphoramidate counterparts. The increase in melting temperature of the complexes reached up to 6.9 degreesC per substitution. The observed stabilization was attributed to the apparent synergistic effects of M-type sugar puckering of the oligonucleotide N3'-->P5' phosphoramidate backbone, and the ability of 2,6-diaminopurine bases to form three hydrogen bonds.

  DOI：

  10.1080/15257770008045446