Diphenyl-carbamic acid 9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-methylamino-9H-purin-6-yl ester | 224302-85-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: Diphenyl-carbamic acid 9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-methylamino-9H-purin-6-yl ester
• CAS: 224302-85-6
• 化学式: C₂₄H₂₄N₆O₅
• 分子量: 476.492
• InChiKey: TYCLSQOENLGTNA-IPMKNSEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  35.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  134.86
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Diphenyl-carbamic acid 9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-methylamino-9H-purin-6-yl ester 在 吡啶 、 二异丙基铵盐四氮唑 作用下， 生成 [9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2-(methylamino)purin-6-yl] N,N-diphenylcarbamate
  参考文献：
  名称：

  Biologically active oligodeoxyribonucleotides. Part 12:1 N2-Methylation of 2′-deoxyguanosines enhances stability of parallel G-quadruplex and anti-HIV-1 activity

  摘要：

  2'-Deoxyguanosine residues of a 3',5'-end-modified hexadeoxyribonucleotide (R-95288) with anti-HIV-1 activity were substituted with N-2-methyl-2'-deoxyguanosine (m(2)dG). These modified oligodeoxyribonucleotides (ODNs) showed a 2-fold higher activity than R-95288. Also, the CD spectra of these ODNs indicated that the m(2)dG modification stabilized the tertiary structure of the G-quadruplex. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00432-7
• 作为产物：
  描述：

  二苯氨基甲酰氯 在 四丁基氟化铵 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 Diphenyl-carbamic acid 9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-methylamino-9H-purin-6-yl ester
  参考文献：
  名称：

  Biologically active oligodeoxyribonucleotides. Part 12:1 N2-Methylation of 2′-deoxyguanosines enhances stability of parallel G-quadruplex and anti-HIV-1 activity

  摘要：

  2'-Deoxyguanosine residues of a 3',5'-end-modified hexadeoxyribonucleotide (R-95288) with anti-HIV-1 activity were substituted with N-2-methyl-2'-deoxyguanosine (m(2)dG). These modified oligodeoxyribonucleotides (ODNs) showed a 2-fold higher activity than R-95288. Also, the CD spectra of these ODNs indicated that the m(2)dG modification stabilized the tertiary structure of the G-quadruplex. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00432-7