Acetic acid (5aS,6aR,10aS,11R,11aR)-9-phenyl-3a,4,5a,6a,7,10a,11,11a-octahydro-3H-5,6,8,10-tetraoxa-1,2,11b-triaza-cyclopenta[a]anthracen-11-yl ester | 139579-01-4

• 英文名称: Acetic acid (5aS,6aR,10aS,11R,11aR)-9-phenyl-3a,4,5a,6a,7,10a,11,11a-octahydro-3H-5,6,8,10-tetraoxa-1,2,11b-triaza-cyclopenta[a]anthracen-11-yl ester
• 英文别名: [(1S,3R,8S,9R,10R)-6-phenyl-2,5,7,17-tetraoxa-11,12,13-triazatetracyclo[8.7.0.03,8.011,15]heptadec-12-en-9-yl] acetate
• CAS: 139579-01-4
• 化学式: C₁₈H₂₁N₃O₆
• 分子量: 375.381
• InChiKey: KQCOQXSPKUCXOG-JZHHFTOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  91.2
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  Acetic acid (4aR,6S,7R,8R,8aS)-6-allyloxy-7-azido-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 以 苯 为溶剂， 反应 12.0h， 生成 Acetic acid (5aS,6aR,10aS,11R,11aR)-9-phenyl-3a,4,5a,6a,7,10a,11,11a-octahydro-3H-5,6,8,10-tetraoxa-1,2,11b-triaza-cyclopenta[a]anthracen-11-yl ester
  参考文献：
  名称：

  An efficient method for the deprotection of allyl glycosides with adjacent azides: the circumvention of unwanted dipolar cycloaddition products

  摘要：

  A two step deallylation scheme using (bis(methyldiphenylphosphine)) (1,5-cyclooctadiene) iridium (I) hexafluorophosphate and catalytic amounts of osmium tetroxide with trimethylamine N-oxide is used to deprotect allyl glycosides in the presence of an azide group at C-2. This method avoids the formation of intramolecular 1,3-dipolar cycloaddition products which are isolated during the deprotection using other procedures.

  DOI：

  10.1016/0040-4039(91)80109-j