O-(((2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl)methyl) O-((2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl) S-hydrogen (R)-phosphorothioate | 82858-62-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: O-(((2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl)methyl) O-((2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl) S-hydrogen (R)-phosphorothioate
• CAS: 82858-62-6
• 化学式: C₂₀H₂₆N₇O₉PS
• 分子量: 571.508
• InChiKey: BZFCVPULXRLYBM-IYGHVKCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.19
• 重原子数：
  38.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  222.09
• 氢给体数：
  5.0
• 氢受体数：
  15.0

反应信息

• 作为产物：
  描述：

  triethylammonium 5'-O-dimethoxytritylthymidine 3'-H-phosphonate 在 吡啶 、 N,O-双三甲硅基乙酰胺 、 三甲基乙酰氯 、 sulfur 、 三乙胺 作用下， 反应 8.42h， 生成 O-(((2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl)methyl) O-((2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl) S-hydrogen (R)-phosphorothioate
  参考文献：
  名称：

  Diastereomerically pure Rp and Sp dinucleoside H-phosphonates: the stereochemical course of their conversion into P-methylphosphonates, phosphorothioates, and [oxygen-18] chiral phosphates

  摘要：

  DOI：

  10.1021/jo00012a017

文献信息

• Studies of Asymmetric Induction in the Synthesis of Dinucleoside Phosphorothioates from 2-Oxo-1,3,2-dithiaphospholane Nucleoside Derivatives
  作者：Magdalena Olesiak、Andrzej Okruszek

  DOI：10.1080/10426500902947898

  日期：2009.6.23

  The nucleoside derivatives, containing at 3'-O or 5'-O-position 2-oxo-1,3,2-dithiaphospholane function were found to react in the presence of DBU with a hydroxyl group of appropriately protected nucleosides to yield, after deprotection, dinucleoside phosphorothioates in moderate yields. An asymmetric induction connected with the formation of new chiral phosphorothioate center has been examined.
• SEELA, FRANK;KRETSCHMER, UWE, J. CHEM. SOC. CHEM. COMMUN.,(1990) N7, C. 1154-1159
  作者：SEELA, FRANK、KRETSCHMER, UWE

  DOI：——

  日期：——