[(2S,3S,5R)-2-[3-[(2S,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl]propoxy]-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl] benzoate | 154230-46-3

• 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-[3-[(2S,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl]propoxy]-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl] benzoate
• CAS: 154230-46-3
• 化学式: C₆₁H₆₈N₄O₁₂Si
• 分子量: 1077.32
• InChiKey: DWFLGAFKBAQOQN-ACEWSEMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.75
• 重原子数：
  78
• 可旋转键数：
  24
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  163
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  [(2S,3S,5R)-2-[3-[(2S,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl]propoxy]-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl] benzoate 在 palladium dihydroxide 氢气 作用下， 以 甲醇 、 丙酮 为溶剂， 生成 [(2S,3S,5R)-2-[3-[(2S,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]propoxy]-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
• 作为产物：
  描述：

  5'-O-tert-butyldiphenylsilylthymidine 在 吡啶 、 N-羟基丁二酰亚胺 、 偶氮二异丁腈 、 三氟甲磺酸三甲基硅酯 、 硼烷 、 双氧水 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 甲苯 、 苯 为溶剂， 生成 [(2S,3S,5R)-2-[3-[(2S,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl]propoxy]-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-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.