6-chloro-2-(N-isopropyl)acetamido-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine | 373383-10-9

• 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: 6-chloro-2-(N-isopropyl)acetamido-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine
• 英文别名: 6-chloro-2-(N-isopropyl)acetamide-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)purine；[(2R,3R,4R,5R)-3,4-diacetyloxy-5-[2-[acetyl(propan-2-yl)amino]-6-chloropurin-9-yl]oxolan-2-yl]methyl acetate
• CAS: 373383-10-9
• 化学式: C₂₁H₂₆ClN₅O₈
• 分子量: 511.919
• InChiKey: RCGGVBQRFHARHI-WVSUBDOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  sodium methylate 、 6-chloro-2-(N-isopropyl)acetamido-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine 以 甲醇 为溶剂， 以100%的产率得到2-isopropylamino-6-methoxy-9-(β-D-ribofuranosyl)purine
  参考文献：
  名称：

  SYNTHESIS OFN²-ALKYLGUANOSINE USING MITSUNOBU REACTION AS A KEY STEP

  摘要：

  Peracetylated guanosine was reacted with POCl3 to give an 2-acetamido-6-chloro-9H-purine derivative, which was condensed with primary or secondary alcohols to give N-2-alkylated analogues. The products were treated with mercaptoethanol in the presence of sodium methoxide to afford N-2-alkylguanosines.

  DOI：

  10.1081/ncn-100002462
• 作为产物：
  描述：

  Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 在 偶氮二甲酸二异丙酯 、 N,N-二甲基苯胺 、 三苯基膦 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 0.5h， 生成 6-chloro-2-(N-isopropyl)acetamido-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine
  参考文献：
  名称：

  A NEW METHOD FOR THE SYNTHESIS OFN²-ALKYLGUANOSINES USING MITSUNOBU REACTION AS A KEY STEP

  摘要：

  Peracetylated guanosine was reacted With POCl3 to give an 2-acetamido-6-chloro-9H-purine derivative, which was condensed with primary or secondary alcohols to give N-2-alkylated analogues. The products were treated with mercaptoethanol in the presence of sodium methoxide to afford N-2-alkylguanosines.

  DOI：

  10.1081/ncn-100105245