2,2'-anhydro-1-α-D-ribofuranosylthymine | 55177-07-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,2'-anhydro-1-α-D-ribofuranosylthymine
• 英文别名: 2,2'-anhydro-5-methyluridine；(2S,4R,5R,6R)-5-hydroxy-4-(hydroxymethyl)-11-methyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one
• CAS: 55177-07-6
• 化学式: C₁₀H₁₂N₂O₅
• 分子量: 240.216
• InChiKey: WLLOAUCNUMYOQI-PULFBKJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  91.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2'-anhydro-1-α-D-ribofuranosylthymine 在 ammonium hydroxide 作用下， 生成 α-thymidine
  参考文献：
  名称：

  Facile Synthesis of α-Anomeric Pyrimidine Nucleosides

  摘要：

  2-Amino-alpha-D-ribofurano[1',2':4,5]-2-oxazoline reacted with alpha-bromoacrylonitrile yielding 2,2'-anhydro-1-alpha-D-ribofuranosylcytosine which was converted to alpha-cytidine and alpha-2'-deoxycytidine. Reaction of 2-amino-alpha-D-ribofurano[1',2':4,5]-2-oxazoline and ethyl alpha-(bromomethyl)acrylate afforded 2,2'anhydro-1- alpha-D-ribofuranosylthymine, a precursor of alpha-thymidine and alpha-ribothymidine.

  DOI：

  10.1080/15257779408012178
• 作为产物：
  描述：

  2-amino-(1,2-dideoxy-α-D-ribofurano)<1,2-d>-2-oxazoline 在 异丁酰胺 、 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 反应 72.0h， 生成 2,2'-anhydro-1-α-D-ribofuranosylthymine
  参考文献：
  名称：

  Facile Synthesis of α-Anomeric Pyrimidine Nucleosides

  摘要：

  2-Amino-alpha-D-ribofurano[1',2':4,5]-2-oxazoline reacted with alpha-bromoacrylonitrile yielding 2,2'-anhydro-1-alpha-D-ribofuranosylcytosine which was converted to alpha-cytidine and alpha-2'-deoxycytidine. Reaction of 2-amino-alpha-D-ribofurano[1',2':4,5]-2-oxazoline and ethyl alpha-(bromomethyl)acrylate afforded 2,2'anhydro-1- alpha-D-ribofuranosylthymine, a precursor of alpha-thymidine and alpha-ribothymidine.

  DOI：

  10.1080/15257779408012178

文献信息

• [EN] ANTISENSE MODULATION OF GLUCOCORTICOID RECEPTOR EXPRESSION<br/>[FR] MODULATION ANTISENS DE L'EXPRESSION DU RECEPTEUR DE GLUCOCORTICOIDE
  申请人：——

  公开号：WO2003099215A3

  公开（公告）日：2005-03-31
• Facile Synthesis of α-Anomeric Pyrimidine Nucleosides
  作者：Hiroaki Sawai、Akiko Nakamura、Hidekazu Hayashi、Kazuo Shinozuka

  DOI：10.1080/15257779408012178

  日期：1994.7

  2-Amino-alpha-D-ribofurano[1',2':4,5]-2-oxazoline reacted with alpha-bromoacrylonitrile yielding 2,2'-anhydro-1-alpha-D-ribofuranosylcytosine which was converted to alpha-cytidine and alpha-2'-deoxycytidine. Reaction of 2-amino-alpha-D-ribofurano[1',2':4,5]-2-oxazoline and ethyl alpha-(bromomethyl)acrylate afforded 2,2'anhydro-1- alpha-D-ribofuranosylthymine, a precursor of alpha-thymidine and alpha-ribothymidine.