Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl] ester | 208463-28-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl] ester
• CAS: 208463-28-9
• 化学式: C₃₄H₄₃N₅O₆SSi
• 分子量: 677.897
• InChiKey: VWLGZPBZXKSEJI-VSLBMGRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  47.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  148.43
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl] ester 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 1.53h， 生成 Thioacetic acid S-[(2R,3S,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl] ester
  参考文献：
  名称：

  Functionaleation of Nucleoside Analogs: Regiospecific Conversion of 4″-Hydroxyl Groups to Thioesters and Deoxygenation of 3′-Hydroxyl Groups

  摘要：

  Nucleoside analogs 3a-e were conveniently functionalized by regiospecifically converting 4 "-hydroxyl groups to thioesters 4a-e (>90% yield) and reducing 3'-hydroxyl groups to give building blocks 2a-e in 85-90% yields.

  DOI：

  10.1080/07328319808003461
• 作为产物：
  描述：

  硫代乙酸 、 N-[9-[(2R,3R,4S,5R)-5-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-ylmethyl] ester
  参考文献：
  名称：

  Functionaleation of Nucleoside Analogs: Regiospecific Conversion of 4″-Hydroxyl Groups to Thioesters and Deoxygenation of 3′-Hydroxyl Groups

  摘要：

  Nucleoside analogs 3a-e were conveniently functionalized by regiospecifically converting 4 "-hydroxyl groups to thioesters 4a-e (>90% yield) and reducing 3'-hydroxyl groups to give building blocks 2a-e in 85-90% yields.

  DOI：

  10.1080/07328319808003461