1-[(2R,4S,5R)-5-[[[(2R,3S,5R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-methylphosphanyl]oxymethyl]-4-[tert-butyl(diphenyl)silyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione | 189384-00-7

• 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-[[[(2R,3S,5R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-methylphosphanyl]oxymethyl]-4-[tert-butyl(diphenyl)silyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 189384-00-7；189384-07-4
• 化学式: C₄₃H₆₁N₄O₁₀PSi₂
• 分子量: 881.123
• InChiKey: ALNWDJXKEBPGTQ-ALRUJPSISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.59
• 重原子数：
  60
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  154
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1-[(2R,4S,5R)-5-[[[(2R,3S,5R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-methylphosphanyl]oxymethyl]-4-[tert-butyl(diphenyl)silyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione 在 碘 作用下， 以 四氢呋喃 、 吡啶 、 水 为溶剂， 反应 0.08h， 生成 1-[(2R,4S,5R)-5-[[[(2R,3S,5R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-methylphosphoryl]oxymethyl]-4-[tert-butyl(diphenyl)silyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Indole: A novel leaving group in the synthesis of oligonucleoside methylphosphonates

  摘要：

  A P-III coupling reagent 3 containing indole group is described. Its usefulness is demonstrated by the synthesis of dinucleoside methylphosphonates and methylthiophosphonates. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00333-x
• 作为产物：
  描述：

  1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 、 1-[(2R,4S,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-[indol-1-yl(methyl)phosphanyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-[(2R,4S,5R)-5-[[[(2R,3S,5R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-methylphosphanyl]oxymethyl]-4-[tert-butyl(diphenyl)silyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Indole: A novel leaving group in the synthesis of oligonucleoside methylphosphonates

  摘要：

  A P-III coupling reagent 3 containing indole group is described. Its usefulness is demonstrated by the synthesis of dinucleoside methylphosphonates and methylthiophosphonates. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00333-x

文献信息

• Indole: A novel leaving group in the synthesis of oligonucleoside methylphosphonates
  作者：Jian-Chao Wang、George Just

  DOI：10.1016/s0040-4039(97)00333-x

  日期：1997.3

  A P-III coupling reagent 3 containing indole group is described. Its usefulness is demonstrated by the synthesis of dinucleoside methylphosphonates and methylthiophosphonates. (C) 1997 Elsevier Science Ltd.