6-Tributylstannyl-2',3'-isopropylidene-5'-O-methoxymethyluridine

• 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: 6-Tributylstannyl-2',3'-isopropylidene-5'-O-methoxymethyluridine
• 英文别名: 1-[(3aR,4R,6R,6aR)-6-(methoxymethoxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-6-tributylstannylpyrimidine-2,4-dione
• 化学式: C₂₆H₄₆N₂O₇Sn
• 分子量: 617.37
• InChiKey: MTESTKGJYMPAQU-KHXHAMBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  36
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  95.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-Tributylstannyl-2',3'-isopropylidene-5'-O-methoxymethyluridine 在 四(三苯基膦)钯 copper(l) iodide 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 6-ethynyl-2',3'-O-isopropylidene-5'-O-methoxymethyluridine
  参考文献：
  名称：

  Base-modified pyrimidine nucleosides. Efficient entry to 6-derivatized uridines by sn-pd transmetallation-coupling process

  摘要：

  The palladium-catalyzed reaction of 6-tributylstannyluridine derivative 5 with a variety of aryl, vinyl, alkynyl, and allyl halides provides an efficient method for the synthesis of the corresponding cross-coupled products. In all cases, an enhancement on the rate and isolated yields was attained by using Cul as co-catalyst.

  DOI：

  10.1016/s0040-4020(01)86332-8

文献信息

• Base-modified pyrimidine nucleosides. Efficient entry to 6-derivatized uridines by sn-pd transmetallation-coupling process
  作者：Giovanni Palmisano、Marco Santagostino

  DOI：10.1016/s0040-4020(01)86332-8

  日期：1993.3

  The palladium-catalyzed reaction of 6-tributylstannyluridine derivative 5 with a variety of aryl, vinyl, alkynyl, and allyl halides provides an efficient method for the synthesis of the corresponding cross-coupled products. In all cases, an enhancement on the rate and isolated yields was attained by using Cul as co-catalyst.