1-[(2R,4S,5R)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-(4-methylphenoxy)carbothioyloxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione | 153475-20-8

• 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: 1-[(2R,4S,5R)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-(4-methylphenoxy)carbothioyloxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 153475-20-8
• 化学式: C₃₄H₃₈N₂O₆SSi
• 分子量: 630.837
• InChiKey: WPZQSBDDMOCKRD-FRXPANAUSA-N

物化性质

• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[(2R,4S,5R)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-(4-methylphenoxy)carbothioyloxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione 在 sodium periodate 、 四氧化锇 、 偶氮二异丁腈 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 30.0h， 生成 5'-O-(tert-butyldiphenylsilyl)-3'-C-methyleneformyl-3'-deoxythymidine
  参考文献：
  名称：

  Nucleomimetic strategy for the inhibition of HIV-1 nucleocapsid protein NCp7 activities

  摘要：

  We report the synthesis and biological properties of three modified dinucleotides T*G, G*T and T*T in winch the natural phosphodiester linkage has been replaced by a methylene carboxamide unit. They have been designed to act as nucleomimetics of a sequence recognized by the HIV-1 nucleocapsid protein NCp7 and to inhibit this interaction. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00052-9
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 在 咪唑 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 1-[(2R,4S,5R)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-(4-methylphenoxy)carbothioyloxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Nucleomimetic strategy for the inhibition of HIV-1 nucleocapsid protein NCp7 activities

  摘要：

  We report the synthesis and biological properties of three modified dinucleotides T*G, G*T and T*T in winch the natural phosphodiester linkage has been replaced by a methylene carboxamide unit. They have been designed to act as nucleomimetics of a sequence recognized by the HIV-1 nucleocapsid protein NCp7 and to inhibit this interaction. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00052-9

文献信息

• Nucleomimetic strategy for the inhibition of HIV-1 nucleocapsid protein NCp7 activities
  作者：Sabine Druillennec、Hervé Meudal、Bernard P. Roques、Marie-Claude Fournié-Zaluski

  DOI：10.1016/s0960-894x(99)00052-9

  日期：1999.2

  We report the synthesis and biological properties of three modified dinucleotides T*G, G*T and T*T in winch the natural phosphodiester linkage has been replaced by a methylene carboxamide unit. They have been designed to act as nucleomimetics of a sequence recognized by the HIV-1 nucleocapsid protein NCp7 and to inhibit this interaction. (C) 1999 Elsevier Science Ltd. All rights reserved.