9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-(3,4-dihydroxy-butylamino)-1,9-dihydro-purin-6-one | 221565-04-4

• 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: 9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-(3,4-dihydroxy-butylamino)-1,9-dihydro-purin-6-one
• 英文别名: 9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-2-(3,4-dihydroxybutylamino)-1H-purin-6-one
• CAS: 221565-04-4
• 化学式: C₂₆H₄₉N₅O₆Si₂
• 分子量: 583.876
• InChiKey: XDDYZLZWWRNDJN-CBHJWYHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  39
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  140
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-(3,4-dihydroxy-butylamino)-1,9-dihydro-purin-6-one 在 sodium periodate 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 生成 3-[3,5-bis-O-(tert-butyldimethylsilyl)-2-deoxy-β-D-ribofuranosyl]-8-hydroxy-5,6,7,8-tetrahydropyrimido[1,2-a]purin-10(3H)-one
  参考文献：
  名称：

  寡聚DNA中2'-脱氧鸟苷的主要丙烯醛加合物的合成后生成。

  摘要：

  DOI：

  10.1021/jm980605u
• 作为产物：
  描述：

  2-bromo-O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine 在 palladium diacetate 、 palladium on activated charcoal 氢气 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 16.0h， 生成 9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-(3,4-dihydroxy-butylamino)-1,9-dihydro-purin-6-one
  参考文献：
  名称：

  Synthesis of biologically active N2-amine adducts of 2′-deoxyguanosine

  摘要：

  Several biologically important N-2-adducts of 2'-deoxyguanosine (dG) that previously were difficultly accessible, have been synthesized directly by means of the Buchwald-Hartwig reaction. The reaction employed in each case involves the coupling of 2'-deoxy-2-bromoinosine with the appropriate amine. Deprotection in all cases gave good yields of the desired 2-alkylated or -arylated deoxynucleoside. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01196-5

文献信息

• Postsynthetic Generation of a Major Acrolein Adduct of 2‘-Deoxyguanosine in Oligomeric DNA^†
  作者：Sonia Khullar、Chamakura V. Varaprasad、Francis Johnson

  DOI：10.1021/jm980605u

  日期：1999.3.1
• Synthesis of biologically active N2-amine adducts of 2′-deoxyguanosine
  作者：Radha R Bonala、Irina G Shishkina、Francis Johnson

  DOI：10.1016/s0040-4039(00)01196-5

  日期：2000.9

  Several biologically important N-2-adducts of 2'-deoxyguanosine (dG) that previously were difficultly accessible, have been synthesized directly by means of the Buchwald-Hartwig reaction. The reaction employed in each case involves the coupling of 2'-deoxy-2-bromoinosine with the appropriate amine. Deprotection in all cases gave good yields of the desired 2-alkylated or -arylated deoxynucleoside. (C) 2000 Elsevier Science Ltd. All rights reserved.