2,3,5-tri-O-benzyl-4-O-p-nitrobenzoyl-L-lyxose dithiobenzylacetal | 161424-49-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3,5-tri-O-benzyl-4-O-p-nitrobenzoyl-L-lyxose dithiobenzylacetal
• 英文别名: [(2S,3R,4R)-5,5-bis(benzylsulfanyl)-1,3,4-tris(phenylmethoxy)pentan-2-yl] 4-nitrobenzoate
• CAS: 161424-49-3
• 化学式: C₄₇H₄₅NO₇S₂
• 分子量: 800.009
• InChiKey: PLTMGMOWIPPEAH-DZRFKLJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  57
• 可旋转键数：
  22
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,3,5-tri-O-benzyl-4-O-p-nitrobenzoyl-L-lyxose dithiobenzylacetal 在 吡啶 、 四丁基碘化铵 、 potassium carbonate 、 甲基磺酰氯 、 barium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 benzyl 2,3,5-tri-O-benzyl-1,4-dithio-D-ribofuranoside
  参考文献：
  名称：

  A New Synthesis of Some 4′-Thio-D-ribonucleosides and Preliminary Enzymatic Evaluation

  摘要：

  A new synthesis of 4'-thioribonucleosides is presented together with the enzymatic evaluation of the adenosine analogues with respect to adenosine kinase. The 4-thio-D-ribofuranosyl carbohydrate precursor ($) under bar 7 was obtained in good yield from D-ribose and further reacted with adenine and cytosine to give the a and beta anomers of 4'-thioadenosine and 4'-thiocytidine, respectively. 4'-thio-beta-($) under bar D-adenosine, ($) under bar 12 beta, is a poor substrate for bovine liver adenosine kinase but does not show substrate inhibition of the enzyme.

  DOI：

  10.1080/15257779408013205
• 作为产物：
  描述：

  甲基 2,3,5-三-O-苄基-D-呋喃核糖苷 在 三氟化硼乙醚 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 51.0h， 生成 2,3,5-tri-O-benzyl-4-O-p-nitrobenzoyl-L-lyxose dithiobenzylacetal
  参考文献：
  名称：

  A New Synthesis of Some 4′-Thio-D-ribonucleosides and Preliminary Enzymatic Evaluation

  摘要：

  A new synthesis of 4'-thioribonucleosides is presented together with the enzymatic evaluation of the adenosine analogues with respect to adenosine kinase. The 4-thio-D-ribofuranosyl carbohydrate precursor ($) under bar 7 was obtained in good yield from D-ribose and further reacted with adenine and cytosine to give the a and beta anomers of 4'-thioadenosine and 4'-thiocytidine, respectively. 4'-thio-beta-($) under bar D-adenosine, ($) under bar 12 beta, is a poor substrate for bovine liver adenosine kinase but does not show substrate inhibition of the enzyme.

  DOI：

  10.1080/15257779408013205

文献信息

• A New Synthesis of Some 4′-Thio-D-ribonucleosides and Preliminary Enzymatic Evaluation
  作者：C. Leydier、L. Bellon、J.-L. Barascut、J. Deydier、G. Maury、H. Pelicano、M. A. El Alaoui、J.-L. Imbach

  DOI：10.1080/15257779408013205

  日期：1994.12

  A new synthesis of 4'-thioribonucleosides is presented together with the enzymatic evaluation of the adenosine analogues with respect to adenosine kinase. The 4-thio-D-ribofuranosyl carbohydrate precursor ($) under bar 7 was obtained in good yield from D-ribose and further reacted with adenine and cytosine to give the a and beta anomers of 4'-thioadenosine and 4'-thiocytidine, respectively. 4'-thio-beta-($) under bar D-adenosine, ($) under bar 12 beta, is a poor substrate for bovine liver adenosine kinase but does not show substrate inhibition of the enzyme.