1-[(2R,4S,5S)-5-[2-[(2S,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-methoxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]ethylsulfanylmethyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione | 174088-52-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-[(2R,4S,5S)-5-[2-[(2S,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-methoxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]ethylsulfanylmethyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 174088-52-9
• 化学式: C₄₄H₅₀N₄O₁₁S
• 分子量: 842.967
• InChiKey: IUBIAWUTRQTJQL-COCBUDHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  60
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  200
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 1-[(2R,4S,5S)-5-[2-[(2S,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-methoxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]ethylsulfanylmethyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以95%的产率得到3-[[(2S,3S,5R)-2-[2-[(2S,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-methoxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]ethylsulfanylmethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
  参考文献：
  名称：

  Synthesis of 2′-Substituted Sulfide-Linked Dinucleotides

  摘要：

  3'-Deoxy-3'-(2-mesyloxyethyl)ribofuranosylthymine derivative 3, and its 2'-methoxy (16) and 2'-deoxy (38) analogs were condensed with 5'-deoxy-5'-thiothymidine 4 and 17 or 2'-O-methyl-5'-deoxy-5'-thiouridine 34 and 37 to provide, after standard functional group transformations, thymidine-thymidine and uridine-thymidine dimers 9, 21, 43 and 47. Oxidation of model sulfide dimer 48 with oxone gave sulfone 49. It was not stable to 27% ammonia.

  DOI：

  10.1080/15257779508010717
• 作为产物：
  描述：

  [(2S,3R,4R,5R)-4-acetyloxy-5-[4-(2,6-dichlorophenoxy)-5-methyl-2-oxopyrimidin-1-yl]-3-[2-(4-methoxyphenoxy)ethyl]oxolan-2-yl]methyl acetate 在 咪唑 、 sodium hydroxide 、 ammonium cerium(IV) nitrate 、 四丁基氟化铵 、 sodium hydride 、 三乙胺 、 四甲基胍 、 4-硝基苯甲醛肟 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 29.5h， 生成 1-[(2R,4S,5S)-5-[2-[(2S,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-methoxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]ethylsulfanylmethyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of 2′-Substituted Sulfide-Linked Dinucleotides

  摘要：

  3'-Deoxy-3'-(2-mesyloxyethyl)ribofuranosylthymine derivative 3, and its 2'-methoxy (16) and 2'-deoxy (38) analogs were condensed with 5'-deoxy-5'-thiothymidine 4 and 17 or 2'-O-methyl-5'-deoxy-5'-thiouridine 34 and 37 to provide, after standard functional group transformations, thymidine-thymidine and uridine-thymidine dimers 9, 21, 43 and 47. Oxidation of model sulfide dimer 48 with oxone gave sulfone 49. It was not stable to 27% ammonia.

  DOI：

  10.1080/15257779508010717