1-[(2R,4S,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-prop-2-enyloxolan-2-yl]pyrimidine-2,4-dione | 331942-80-4

• 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,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-prop-2-enyloxolan-2-yl]pyrimidine-2,4-dione
• CAS: 331942-80-4
• 化学式: C₂₈H₃₄N₂O₄Si
• 分子量: 490.674
• InChiKey: HORIRQVLBXDHTP-BBVWWWHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[(2R,4S,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-prop-2-enyloxolan-2-yl]pyrimidine-2,4-dione 在 劳森试剂 、 氨 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.03h， 生成 N-{1-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide
  参考文献：
  名称：

  Nucleoside homodimerisation by cross metathesis

  摘要：

  The cross metathesis of 3'-allylic analogues of thymidine, 2'-deoxyuridine and 2'-deoxycytidine is used to obtain nucleoside dimers, in which an unsaturated hydrocarbon chain links the 3' positions of the sugar moieties. The biological activity on HIV infected cells was also evaluated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02292-9
• 作为产物：
  描述：

  2-脱氧尿苷 在 4-二甲氨基吡啶 、 偶氮二异丁腈 作用下， 以 吡啶 、 甲苯 、 乙腈 为溶剂， 生成 1-[(2R,4S,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-prop-2-enyloxolan-2-yl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Nucleoside homodimerisation by cross metathesis

  摘要：

  The cross metathesis of 3'-allylic analogues of thymidine, 2'-deoxyuridine and 2'-deoxycytidine is used to obtain nucleoside dimers, in which an unsaturated hydrocarbon chain links the 3' positions of the sugar moieties. The biological activity on HIV infected cells was also evaluated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02292-9

文献信息

• Nucleoside homodimerisation by cross metathesis
  作者：Nathalie Batoux、Rachida Benhaddou-Zerrouki、Philippe Bressolier、Robert Granet、Géraldine Laumont、Anne-Marie Aubertin、Pierre Krausz

  DOI：10.1016/s0040-4039(00)02292-9

  日期：2001.2

  The cross metathesis of 3'-allylic analogues of thymidine, 2'-deoxyuridine and 2'-deoxycytidine is used to obtain nucleoside dimers, in which an unsaturated hydrocarbon chain links the 3' positions of the sugar moieties. The biological activity on HIV infected cells was also evaluated. (C) 2001 Elsevier Science Ltd. All rights reserved.