(S_P)-5'-O-DMT-thymidine 3'-O-(S-phenyl methanephosphonothioate) | 266361-02-8

• 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: (S_P)-5'-O-DMT-thymidine 3'-O-(S-phenyl methanephosphonothioate)
• 英文别名: 1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[methyl(phenylsulfanyl)phosphoryl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 266361-02-8
• 化学式: C₃₈H₃₉N₂O₈PS
• 分子量: 714.776
• InChiKey: CJZPPTOZWAFYAX-MQCHELOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  50
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3'-O-acetylthymidine 、 (S_P)-5'-O-DMT-thymidine 3'-O-(S-phenyl methanephosphonothioate) 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium chloride 作用下， 反应 2.0h， 以93%的产率得到(S_P)-5'-O-DMT-thymidylyl-(3',5')-3'-O-acetylthymidine 3'-methanephosphonate
  参考文献：
  名称：

  One-pot synthesis of nucleoside 3′-O-(S-phenyl methanephosphonothioates)

  摘要：

  The one-pot reaction of nucleosides with MeP(O)Cl-2 and thiophenol, providing nucleoside 3'-O-(S-phenyl methanephosphonothioate), potential monomers for the synthesis of oligonucleoside methanephosphonate, is described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02248-0
• 作为产物：
  描述：

  保护胸苷 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 作用下， 反应 0.75h， 生成 (S_P)-5'-O-DMT-thymidine 3'-O-(S-phenyl methanephosphonothioate)
  参考文献：
  名称：

  One-pot synthesis of nucleoside 3′-O-(S-phenyl methanephosphonothioates)

  摘要：

  The one-pot reaction of nucleosides with MeP(O)Cl-2 and thiophenol, providing nucleoside 3'-O-(S-phenyl methanephosphonothioate), potential monomers for the synthesis of oligonucleoside methanephosphonate, is described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02248-0

文献信息

• One-pot synthesis of nucleoside 3′-O-(S-phenyl methanephosphonothioates)
  作者：Jaroslaw Pyzowski、Arkadiusz Chworos、Lucyna A Wozniak、Wojciech J Stec

  DOI：10.1016/s0040-4039(99)02248-0

  日期：2000.2

  The one-pot reaction of nucleosides with MeP(O)Cl-2 and thiophenol, providing nucleoside 3'-O-(S-phenyl methanephosphonothioate), potential monomers for the synthesis of oligonucleoside methanephosphonate, is described. (C) 2000 Elsevier Science Ltd. All rights reserved.