α-thymidine | 3258-09-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: α-thymidine
• 英文别名: α-ribothymidine；1-α-D-Ribofuranosyl-5-methyl-uracil；α-Thymin-Ribosid；5-methyl-1-α-D-ribofuranosyl-1H-pyrimidine-2,4-dione；5-Methyl-1-α-D-ribofuranosyl-1H-pyrimidin-2,4-dion；RY83F5VR5B；1-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 3258-09-1
• 化学式: C₁₀H₁₄N₂O₆
• 分子量: 258.231
• InChiKey: DWRXFEITVBNRMK-PULFBKJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  119
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  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

文献信息

• Uridine and Cytidine Derivatives¹
  作者：Martin Roberts、Donald W. Visser

  DOI：10.1021/ja01123a026

  日期：1952.2
• 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.