[(2S,3S,5R)-2-[2-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyethoxy]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate | 166955-07-3

• 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: [(2S,3S,5R)-2-[2-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyethoxy]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate
• CAS: 166955-07-3
• 化学式: C₄₄H₅₀N₄O₁₁Si
• 分子量: 838.987
• InChiKey: NHOFZLOKBNVPCY-FLMVXJOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  60
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  171
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [(2S,3S,5R)-2-[2-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyethoxy]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate 在 氢氧化钾 、 氟化氢吡啶 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 1-[(2R,4S,5S)-5-(hydroxymethyl)-4-[3-[(2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]oxypropyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Nucleic Acid Mimics. Synthesis of Ethylene Glycol- and Propoxy- Linked Thymidyl-Tetrahydrofuranylthymine Dimers via a Vorbruggen-type Glycosylation Reaction

  摘要：

  Two thymidyl-tetrahydrofuranylthymine dimers, 15 and 16, were synthesized stereospecifically in good yield via a Vorbruggen-type reaction between glycol ether 4 or propoxy alcohol 7 and acetate 12.

  DOI：

  10.1021/jo00081a003
• 作为产物：
  描述：

  5'-O-tert-butyldiphenylsilylthymidine 在 palladium dihydroxide sodium tetrahydroborate 、 三氟甲磺酸三甲基硅酯 、 氢气 、 sodium hydride 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 [(2S,3S,5R)-2-[2-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyethoxy]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate
  参考文献：
  名称：

  Nucleic Acid Mimics. Synthesis of Ethylene Glycol- and Propoxy- Linked Thymidyl-Tetrahydrofuranylthymine Dimers via a Vorbruggen-type Glycosylation Reaction

  摘要：

  Two thymidyl-tetrahydrofuranylthymine dimers, 15 and 16, were synthesized stereospecifically in good yield via a Vorbruggen-type reaction between glycol ether 4 or propoxy alcohol 7 and acetate 12.

  DOI：

  10.1021/jo00081a003

文献信息

• Nucleic Acid Mimics. Synthesis of Ethylene Glycol- and Propoxy- Linked Thymidyl-Tetrahydrofuranylthymine Dimers via a Vorbruggen-type Glycosylation Reaction
  作者：Kelly Teng、P. Dan Cook

  DOI：10.1021/jo00081a003

  日期：1994.1

  Two thymidyl-tetrahydrofuranylthymine dimers, 15 and 16, were synthesized stereospecifically in good yield via a Vorbruggen-type reaction between glycol ether 4 or propoxy alcohol 7 and acetate 12.