Acetic acid (2R,3S,4R,5R)-5-[2-(diisobutylamino-methyleneamino)-6-oxo-1,6-dihydro-purin-9-yl]-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl ester | 189951-37-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: Acetic acid (2R,3S,4R,5R)-5-[2-(diisobutylamino-methyleneamino)-6-oxo-1,6-dihydro-purin-9-yl]-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl ester
• 英文别名: 3'-O-Acetyl-N-{[bis(2-methylpropyl)amino]methylidene}guanosine；[(2R,3S,4R,5R)-5-[2-[[bis(2-methylpropyl)amino]methylideneamino]-6-oxo-1H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] acetate
• CAS: 189951-37-9
• 化学式: C₂₁H₃₂N₆O₆
• 分子量: 464.522
• InChiKey: HAJXUVIRHMIILJ-WVSUBDOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  151
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  溶剂黄146 、 N'-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-N,N-diisobutyl-formamidine 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 生成 Acetic acid (2R,3S,4R,5R)-5-[2-(diisobutylamino-methyleneamino)-6-oxo-1,6-dihydro-purin-9-yl]-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester 、 Acetic acid (2R,3S,4R,5R)-5-[2-(diisobutylamino-methyleneamino)-6-oxo-1,6-dihydro-purin-9-yl]-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Selective 5′-O-Acetylation of 2′-Deoxynucleosides and Nucleosides by a Modified Mitsunobu Procedure

  摘要：

  5'-Hydroxyl groups of deoxynucleosides and nucleosides except for guanosine can be acetylated in high yields and selectivities through a modified Mitsunobu procedure by adding diethyl azodicarboxylate to a suspension of the deoxynucleoside or nucleoside in dioxane containing triphenylphosphine and excess acetic acid at 60 degrees C.

  DOI：

  10.1080/07328319708001346