(3-{6-Benzyloxy-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-8-ylamino}-phenyl)-phenyl-methanone | 479408-29-2

• 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: (3-{6-Benzyloxy-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-8-ylamino}-phenyl)-phenyl-methanone
• 英文别名: [3-[[2-[[bis(4-methoxyphenyl)-phenylmethyl]amino]-9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-6-phenylmethoxypurin-8-yl]amino]phenyl]-phenylmethanone
• CAS: 479408-29-2
• 化学式: C₆₃H₇₄N₆O₇Si₂
• 分子量: 1083.49
• InChiKey: AEWDUCGCJYQHQJ-OXYMOTDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  78
• 可旋转键数：
  22
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  140
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (3-{6-Benzyloxy-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-8-ylamino}-phenyl)-phenyl-methanone 在 盐酸 作用下， 以 甲醇 为溶剂， 以82%的产率得到8-(N-3-amino-benzophenone)-O⁶-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine
  参考文献：
  名称：

  Preparation of C8-Amine and Acetylamine Adducts of 2‘-Deoxyguanosine Suitably Protected for DNA Synthesis

  摘要：

  C8-Amine and acetylamine adducts of 2'-deoxyguanosine were synthesized. Our approach provides solutions for the coupling of aromatic amines to a protected 8-bromo-2'-deoxyguanosine derivative, for the selective acetylation of the coupled adduct at N-8 and for a protecting group scheme preserving the integrity of the base-labile N-8 acetyl group during DNA synthesis.

  DOI：

  10.1021/ol026474f
• 作为产物：
  描述：

  3',5'-O,O'-bis(tert-butyldimethylsilyl)-8-bromo-2'-deoxyguanosine 在 tris(dibenzylideneacetone)dipalladium (0) 吡啶 、 偶氮二甲酸二异丙酯 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三苯基膦 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 5.0h， 生成 (3-{6-Benzyloxy-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-8-ylamino}-phenyl)-phenyl-methanone
  参考文献：
  名称：

  Preparation of C8-Amine and Acetylamine Adducts of 2‘-Deoxyguanosine Suitably Protected for DNA Synthesis

  摘要：

  C8-Amine and acetylamine adducts of 2'-deoxyguanosine were synthesized. Our approach provides solutions for the coupling of aromatic amines to a protected 8-bromo-2'-deoxyguanosine derivative, for the selective acetylation of the coupled adduct at N-8 and for a protecting group scheme preserving the integrity of the base-labile N-8 acetyl group during DNA synthesis.

  DOI：

  10.1021/ol026474f

文献信息

• Preparation of C8-Amine and Acetylamine Adducts of 2‘-Deoxyguanosine Suitably Protected for DNA Synthesis
  作者：Ludovic C. J. Gillet、Orlando D. Schärer

  DOI：10.1021/ol026474f

  日期：2002.11.1

  C8-Amine and acetylamine adducts of 2'-deoxyguanosine were synthesized. Our approach provides solutions for the coupling of aromatic amines to a protected 8-bromo-2'-deoxyguanosine derivative, for the selective acetylation of the coupled adduct at N-8 and for a protecting group scheme preserving the integrity of the base-labile N-8 acetyl group during DNA synthesis.