5'-O-trityl-4-N-benzoylcytidine | 41092-41-5

• 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: 5'-O-trityl-4-N-benzoylcytidine
• 英文别名: O⁵'-Triphenylmethyl-N⁶-benzoyl-cytidin；5'-Methoxytrityl-N(4)-benzoylcytidin；N-4-Benzoyl-5'-O-trityl-cytidin；N⁶-Benzoyl-5'-O-tritylcytidin；N⁴-benzoyl-O^5'-trityl-cytidine；N-Benzoyl-5'-O-(triphenylmethyl)-Cytidine；N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(trityloxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide
• CAS: 41092-41-5
• 化学式: C₃₅H₃₁N₃O₆
• 分子量: 589.648
• InChiKey: VPHGCMRVEOZXRC-CSEBVFCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5'-O-trityl-4-N-benzoylcytidine 在 N-氯-N,N-二异丙胺 作用下， 以 四氢呋喃 为溶剂， 20.0~130.0 ℃ 、13.33 Pa 条件下， 反应 1.0h， 生成 5'-O-trityl-2,2'-cyclocytidine hydrochloride
  参考文献：
  名称：

  STUDY ON THE THERMOLYSIS OF 5′-O-TRITYL-2′,3′-O-TRIPHENYL-PHOSPHORANEDIYLURIDINE

  摘要：

  A new method is introduced by thermolysis of 5 ' -O-trityl-2 ' ,3 ' -O-triphenylphosphoranediyluridine (4) with or without the presence of methanol to afford the 3-N-methyl-5 ' -O-trityluridine (9) and 5 ' -O-trityl-2,2 ' -cyclouridine (5), respectively. Mechanism for this thermolysis is also proposed.

  DOI：

  10.1081/scc-100000592

文献信息

• One pot RP-diastereoselective synthesis of dinucleoside methylphosphonates using methyldichlorophosphine
  作者：Thomas Löschner、Joachim Engels

  DOI：10.1016/s0040-4039(01)93806-7

  日期：1989.1

  Using CH3PCl2 and suitably protected nucleosides at low temperature remarkable diastereoselectivity is observed in the synthesis of dinucleoside methylphosphonates.

  在低温下使用CH 3 PCl 2和适当保护的核苷，在合成二核苷甲基膦酸酯中观察到了显着的非对映选择性。
• Heikkilae, Jarmo; Bjoerkman, Sven; Oeberg, Bo, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1982, vol. 36, # 10, p. 715 - 718
  作者：Heikkilae, Jarmo、Bjoerkman, Sven、Oeberg, Bo、Chattopadhyaya, Jyoti

  DOI：——

  日期：——
• STUDY ON THE THERMOLYSIS OF 5′-O-TRITYL-2′,3′-O-TRIPHENYL-PHOSPHORANEDIYLURIDINE
  作者：Yi-Sui Zhou、Zhi-Wei Miao、Yu-Ping Feng、Yu-Fen Zhao

  DOI：10.1081/scc-100000592

  日期：2001.1

  A new method is introduced by thermolysis of 5 ' -O-trityl-2 ' ,3 ' -O-triphenylphosphoranediyluridine (4) with or without the presence of methanol to afford the 3-N-methyl-5 ' -O-trityluridine (9) and 5 ' -O-trityl-2,2 ' -cyclouridine (5), respectively. Mechanism for this thermolysis is also proposed.