(7R,7aR,10aR,11R)-3-(butylamino)-9,9-dimethyl-7,7a,10a,11-tetrahydro-1H,6H-8,10,12-trioxa-2,4,5,5a,11a-pentaaza-7,11-methanocyclopenta[5,6]cycloocta[1,2,3-cd]inden-1-one | 656809-67-5

• 分子结构分类: 有机化合物
• 英文名称: (7R,7aR,10aR,11R)-3-(butylamino)-9,9-dimethyl-7,7a,10a,11-tetrahydro-1H,6H-8,10,12-trioxa-2,4,5,5a,11a-pentaaza-7,11-methanocyclopenta[5,6]cycloocta[1,2,3-cd]inden-1-one
• CAS: 656809-67-5
• 化学式: C₁₆H₂₂N₆O₄
• 分子量: 362.388
• InChiKey: MPDYWMDVVDTBRC-IDTAVKCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.63
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  105.32
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (7R,7aR,10aR,11R)-3-(butylamino)-9,9-dimethyl-7,7a,10a,11-tetrahydro-1H,6H-8,10,12-trioxa-2,4,5,5a,11a-pentaaza-7,11-methanocyclopenta[5,6]cycloocta[1,2,3-cd]inden-1-one 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以85%的产率得到(9R,10R,11S,12R)-5-(butylamino)-10,11-dihydroxy-15-oxa-1,2,3,6,8-pentazatetracyclo[6.5.1.19,12.04,14]pentadeca-2,4(14),5-trien-7-one
  参考文献：
  名称：

  Synthesis and Anti-Hcv Activity of N ⁹, 5′-Cyclo-3-(β-D-Ribofuranosyl)-8-Azapurin-2-One Derivatives

  摘要：

  A number of 1- or 6-substituted N-9 ,5'-cyclo-3-(beta-D-ribofuranosyl)-8-azapurin-2-one derivatives were synthesized in multi-step reactions. Their anti-hepatitis C virus activities were evaluated and some structure-activity relationship is discussed.

  DOI：

  10.1080/15257770500265802
• 作为产物：
  描述：

  5-溴尿苷 在 吡啶 、 盐酸 、 4-二甲氨基吡啶 、 sodium azide 、 triisopropylbenzenesulfonyl chloride 、 三乙胺 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 82.0h， 生成 (7R,7aR,10aR,11R)-3-(butylamino)-9,9-dimethyl-7,7a,10a,11-tetrahydro-1H,6H-8,10,12-trioxa-2,4,5,5a,11a-pentaaza-7,11-methanocyclopenta[5,6]cycloocta[1,2,3-cd]inden-1-one
  参考文献：
  名称：

  Synthesis and Anti-Hcv Activity of N ⁹, 5′-Cyclo-3-(β-D-Ribofuranosyl)-8-Azapurin-2-One Derivatives

  摘要：

  A number of 1- or 6-substituted N-9 ,5'-cyclo-3-(beta-D-ribofuranosyl)-8-azapurin-2-one derivatives were synthesized in multi-step reactions. Their anti-hepatitis C virus activities were evaluated and some structure-activity relationship is discussed.

  DOI：

  10.1080/15257770500265802

文献信息

• SYNTHESIS AND ANTI-HEPATITIS C VIRUS ACTIVITY OF NUCLEOSIDE DERIVATIVES OF <i>N</i> ³,5′-ANHYDRO-4-(β-D-RIBOFURANOSYL)-8-AZAPURIN-2-ONES
  作者：Abdalla E. A. Hassan、Peiyuan Wang、Tamara R. McBrayer、Phillip M. Tharnish、Lieven J. Stuyver、Raymond F. Schinazi、Michael J. Otto、Kyoichi A. Watanabe

  DOI：10.1081/ncn-200059319

  日期：2005.4.1

  A series of N-3,5'-Anhydro-4-(beta-D-ribofuranosyl)-8-azapurin-2-ones were prepared in multistep reactions from uridine as potential anti-hepatitis C virus (HC V) agents. The synthetic details as well as biological evaluations are discussed.