[6-Benzyloxy-9-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-yl]-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-amine | 832748-19-3

• 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: [6-Benzyloxy-9-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-yl]-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-amine
• 英文别名: N-[9-[(6aR,8R,9aS)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-6-phenylmethoxypurin-2-yl]-3-methyl-2-nitroimidazo[4,5-f]quinolin-5-amine
• CAS: 832748-19-3
• 化学式: C₄₀H₅₁N₉O₇Si₂
• 分子量: 826.072
• InChiKey: GJXUWNCZDGJYQT-WIHCDAFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.74
• 重原子数：
  58
• 可旋转键数：
  10
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  178
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  [6-Benzyloxy-9-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-yl]-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-amine 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 1.0h， 生成 N²-[2-(2-(4-tert-butylphenoxyacetylamino)-3-methyl-3H-imidazo[4,5-f]quinolin-5-yl)]-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)]-2'-deoxyguanosine
  参考文献：
  名称：

  Synthesis of the N²-Deoxyguanosine Adduct of the Potent Dietary Mutagen IQ ¹

  摘要：

  After bioactivation, the potent dietary mutagen 2-amino-3-methylimidazo[4,5-f]-quinoline (IQ) reacts with DNA to give two regioisomeric adducts of deoxyguanosine. The synthesis of the minor W-adduct has been achieved utilizing the Buchwald-Hartwig palladium-catalyzed N-2-arylation reaction as the key step.

  DOI：

  10.1021/ol047851m
• 作为产物：
  描述：

  2-氨基-3-甲基-3H-咪唑并喹啉 在 palladium diacetate 溴 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 溶剂黄146 、 sodium nitrite 作用下， 以 水 、 溶剂黄146 、 甲苯 为溶剂， 反应 4.0h， 生成 [6-Benzyloxy-9-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-yl]-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-amine
  参考文献：
  名称：

  Synthesis of the N²-Deoxyguanosine Adduct of the Potent Dietary Mutagen IQ ¹

  摘要：

  After bioactivation, the potent dietary mutagen 2-amino-3-methylimidazo[4,5-f]-quinoline (IQ) reacts with DNA to give two regioisomeric adducts of deoxyguanosine. The synthesis of the minor W-adduct has been achieved utilizing the Buchwald-Hartwig palladium-catalyzed N-2-arylation reaction as the key step.

  DOI：

  10.1021/ol047851m

文献信息

• Synthesis of the <i>N</i>²-Deoxyguanosine Adduct of the Potent Dietary Mutagen IQ ¹
  作者：James S. Stover、Carmelo J. Rizzo

  DOI：10.1021/ol047851m

  日期：2004.12.1

  After bioactivation, the potent dietary mutagen 2-amino-3-methylimidazo[4,5-f]-quinoline (IQ) reacts with DNA to give two regioisomeric adducts of deoxyguanosine. The synthesis of the minor W-adduct has been achieved utilizing the Buchwald-Hartwig palladium-catalyzed N-2-arylation reaction as the key step.