1-(3,5-Di-O-p-toluyl-2-desoxy-α-D-ribofuranosyl)-uracil | 4449-37-0

• 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: 1-(3,5-Di-O-p-toluyl-2-desoxy-α-D-ribofuranosyl)-uracil
• 英文别名: 3',5'-Di-p-O-toluoyl-2'-desoxy-α-uridin；1-[O³,O⁵-bis-(4-methyl-benzoyl)-α-D-erythro-2-deoxy-pentofuranosyl]-1H-pyrimidine-2,4-dione；[(2R,3S,5S)-5-(2,4-dioxopyrimidin-1-yl)-3-(4-methylbenzoyl)oxyoxolan-2-yl]methyl 4-methylbenzoate
• CAS: 4449-37-0
• 化学式: C₂₅H₂₄N₂O₇
• 分子量: 464.475
• InChiKey: PHIPERUMORAWER-VWPQPMDRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,4-二(三甲硅氧基)嘧啶 、 1-Α-氯-3,5-二-O-对甲苯甲酰基-2-脱氧-D-呋喃核糖 、 碘化亚铜 生成 1-(3,5-Di-O-p-toluyl-2-desoxy-α-D-ribofuranosyl)-uracil
  参考文献：
  名称：

  FRESKOS, JOHN N., NUCLEOSIDES AND NUCLEOTIDES, 8,(1989) N, C. 549-555

  摘要：

  DOI：

文献信息

• Investigation of stereoselectivities in the coupling reactions of 1-O-methyl-3, 5-di-O-p-toluoyl-2-deoxyribofuranoside with purines and pyrimidines
  作者：Selvasekaran Janardhanam、Krishnan P. Nambiar

  DOI：10.1016/s0040-4039(00)73064-4

  日期：1994.5

  Stereoselectivities in the coupling reaction between 1-O-methyl-3,5-di-O-p-toluoyl-2-deoxyribofuranoside and suitably protected purine and pyrimidine derivatives have been examined in acetonitrile with varying equivalents of SnCl4. The best result in alpha-nucleoside formation was obtained when the coupling reaction was carried out in the presence of ten equivalents of SnCl4.