5',4N-bis[(4,8,11-tris(tert-butyloxycarbonyl)-1,4,8,11-tetraazacyclotetradec-1-yl)-1-pentanoyl]-2',3'-dideoxycytidine

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 5',4N-bis[(4,8,11-tris(tert-butyloxycarbonyl)-1,4,8,11-tetraazacyclotetradec-1-yl)-1-pentanoyl]-2',3'-dideoxycytidine
• 英文别名: tritert-butyl 11-[5-oxo-5-[[2-oxo-1-[(2R,5S)-5-[5-[4,8,11-tris(tert-butoxycarbonyl)-1,4,8,11-tetrazacyclotetradec-1-yl]pentanoyloxymethyl]tetrahydrofuran-2-yl]pyrimidin-4-yl]amino]pentyl]-1,4,8,11-tetrazacyclotetradecane-1,4,8-tricarboxylate；tritert-butyl 11-[5-oxo-5-[[2-oxo-1-[(2R,5S)-5-[5-[4,8,11-tris[(2-methylpropan-2-yl)oxycarbonyl]-1,4,8,11-tetrazacyclotetradec-1-yl]pentanoyloxymethyl]oxolan-2-yl]pyrimidin-4-yl]amino]pentyl]-1,4,8,11-tetrazacyclotetradecane-1,4,8-tricarboxylate
• 化学式: C₆₉H₁₂₁N₁₁O₁₇
• 分子量: 1376.78
• InChiKey: ZWUISJLFBZDOBQ-PVYKCIOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  97
• 可旋转键数：
  27
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  281
• 氢给体数：
  1
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  1,4,8,11-四氮杂环十四烷 在 4-二甲氨基吡啶 、 sodium hydroxide 、 苄基三甲基氢氧化铵 、 potassium carbonate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 24.0h， 生成 5',4N-bis[(4,8,11-tris(tert-butyloxycarbonyl)-1,4,8,11-tetraazacyclotetradec-1-yl)-1-pentanoyl]-2',3'-dideoxycytidine
  参考文献：
  名称：

  Tri-N-Boc-Tetraazamacrocycle-Nucleoside Conjugates: Synthesis and anti-HIV activities

  摘要：

  As far as linear N-Boc-polyamines conjugates elicited remarkable anti-HIV activity, the synthesis and anti-HIV properties of cyclic N-Boc-polyamines conjugates such as tetraazamacro-cycle-nucleoside were studied. These new conjugates include an ester linkage between the two moieties. They were synthesized using Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate coupling reagent, in the case of N-alkyl polyazamacrocycle derivatives, or through direct condensation of the acyl chloride derivative with nucleoside in the case of N-acyl polyazamacrocycle compounds, None of the new conjugates presented anti-HIV activity greater than that of the corresponding parent nucleosides.

  DOI：

  10.1080/07328319808003466

文献信息

• Tri-N-Boc-Tetraazamacrocycle-Nucleoside Conjugates: Synthesis and anti-HIV activities
  作者：J. Dessolin、P. Vlieghe、M. Bouygues、M. Medou、G. Qúéléver、M. Camplo、J. C. Chermann、J. L. Kraus

  DOI：10.1080/07328319808003466

  日期：1998.5

  As far as linear N-Boc-polyamines conjugates elicited remarkable anti-HIV activity, the synthesis and anti-HIV properties of cyclic N-Boc-polyamines conjugates such as tetraazamacro-cycle-nucleoside were studied. These new conjugates include an ester linkage between the two moieties. They were synthesized using Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate coupling reagent, in the case of N-alkyl polyazamacrocycle derivatives, or through direct condensation of the acyl chloride derivative with nucleoside in the case of N-acyl polyazamacrocycle compounds, None of the new conjugates presented anti-HIV activity greater than that of the corresponding parent nucleosides.