[(2R,3S,5R)-2-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-morpholin-4-ylphosphanyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate | 99802-08-1

• 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: [(2R,3S,5R)-2-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-morpholin-4-ylphosphanyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate
• CAS: 99802-08-1
• 化学式: C₅₂H₅₆N₅O₁₄P
• 分子量: 1006.02
• InChiKey: DNGJZUTXDHQTEQ-VDXWZYFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.49
• 重原子数：
  72.0
• 可旋转键数：
  18.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  213.1
• 氢给体数：
  2.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  [(2R,3S,5R)-2-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-morpholin-4-ylphosphanyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate 生成 [(2R,3S,5R)-2-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-morpholin-4-ylphosphoryl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate
  参考文献：
  名称：

  OZAKI, HIROAKI;YAMANA, KAZUSHIGE;SHIMIDZU, TAKEO, TETRAHEDRON LETT., 30,(1989) N3, C. 5899-5902

  摘要：

  DOI：
• 作为产物：
  描述：

  1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[chloro(morpholin-4-yl)phosphanyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione 、 胸苷3'-苯甲酸酯 生成 [(2R,3S,5R)-2-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-morpholin-4-ylphosphanyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate
  参考文献：
  名称：

  SHIMIDZU, TAKEO;MAIKUMA, SEIICHIRO;YAMANA, KAZUSHIGE;YAMOTO, SHUHEI, 12TH SYMP. NUCL. ACIDS CHEM., KANAZAWA, OCT. 30 - NOV. 1, 1984, OXFORD; W+

  摘要：

  DOI：

文献信息

• Synthesis of Bis(deoxyribonucleoside) Phosphoromorpholidate Derivatives for Oligodeoxyribonucleotide Preparation by Use of a Selective Phosphitylating Reagent
  作者：Hiroaki Ozaki、Shuhei Yamoto、Seiichirou Maikuma、Kenichi Honda、Takeo Shimidzu

  DOI：10.1246/bcsj.62.3869

  日期：1989.12

  5′-O-protected deoxyribonucleoside phosphorobisamidite with the second deoxyribonucleoside (coupling), and c) a nonaqueous oxidation with t-BuOOH (oxidation). In the coupling step, the 5′-O-protected deoxyribonucleoside phosphorobisamidite was selectively reacted with 5′-OH group of the second deoxyribonucleoside, and therefore, a protection of hydroxyl groups of the second deoxyribonucleoside is not necessary

  已使用吗啉二 (1-四唑基) 膦作为磷酸化试剂合成了序列定义的双 (脱氧核糖核苷) 磷酸吗啉衍生物作为制备寡脱氧核糖核苷酸的稳定中间体。一般程序由以下步骤组成（原位）；a) 5'-O-保护的脱氧核糖核苷与吗啉二(1-四唑基)膦（磷酸化）的反应，b) 所得的 5'-O-保护的脱氧核糖核苷磷二酰胺与第二个脱氧核糖核苷（偶联）的反应，和 c)用 t-BuOOH 进行非水氧化（氧化）。在偶联步骤中，5'-O-保护的脱氧核糖核苷磷二酰胺选择性地与第二脱氧核糖核苷的5'-OH基团反应，因此不需要对第二脱氧核糖核苷的羟基进行保护。
• Synthesis, isolation and characterization of diastereochemically pure dithymidine phosphormorpholidate derivatives
  作者：Hiroaki Ozaki、Kazushige Yamana、Takeo Shimidzu

  DOI：10.1016/s0040-4039(01)93500-2

  日期：1989.1