9-[(3aR,4R,6R,6aR)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-8-bromo-2-(pent-4-enylamino)-1H-purin-6-one | 911818-50-3

• 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: 9-[(3aR,4R,6R,6aR)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-8-bromo-2-(pent-4-enylamino)-1H-purin-6-one
• CAS: 911818-50-3
• 化学式: C₂₄H₃₈BrN₅O₅Si
• 分子量: 584.586
• InChiKey: FQCFQALTCVCSNR-WVSUBDOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  9-[(3aR,4R,6R,6aR)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-8-bromo-2-(pent-4-enylamino)-1H-purin-6-one 、 三丁基乙烯基锡 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以38%的产率得到9-[(3aR,4R,6R,6aR)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-8-ethenyl-2-(pent-4-enylamino)-1H-purin-6-one
  参考文献：
  名称：

  N2, C8-disubstituted guanosine derivatives can form G-quartets

  摘要：

  A lipophilic guanosine with alkene groups attached to the nucleobase's N2 and C8 positions was synthesized with the intent of using olefin cross-metathesis to covalently capture an individual G-quartet. Modification of the N2 and C8 positions gave a derivative that formed a stable G-quartet structure in the presence of a cation template. This is the first example of a N2, C8-disubstituted guanosine forming a G-quartet. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.06.175
• 作为产物：
  描述：

  2',3'-O-Isopropyliden-8-brom-guanosin 在 咪唑 、 sodium cyanoborohydride 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 9-[(3aR,4R,6R,6aR)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-8-bromo-2-(pent-4-enylamino)-1H-purin-6-one
  参考文献：
  名称：

  N2, C8-disubstituted guanosine derivatives can form G-quartets

  摘要：

  A lipophilic guanosine with alkene groups attached to the nucleobase's N2 and C8 positions was synthesized with the intent of using olefin cross-metathesis to covalently capture an individual G-quartet. Modification of the N2 and C8 positions gave a derivative that formed a stable G-quartet structure in the presence of a cation template. This is the first example of a N2, C8-disubstituted guanosine forming a G-quartet. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.06.175

文献信息

• N2, C8-disubstituted guanosine derivatives can form G-quartets
  作者：Mark S. Kaucher、Jeffery T. Davis

  DOI：10.1016/j.tetlet.2006.06.175

  日期：2006.9

  A lipophilic guanosine with alkene groups attached to the nucleobase's N2 and C8 positions was synthesized with the intent of using olefin cross-metathesis to covalently capture an individual G-quartet. Modification of the N2 and C8 positions gave a derivative that formed a stable G-quartet structure in the presence of a cation template. This is the first example of a N2, C8-disubstituted guanosine forming a G-quartet. (c) 2006 Elsevier Ltd. All rights reserved.