ethyl-(5aR,6R,7R,9aS)-8-bromo-6,7-(2,2-dimethyl-1,3-dioxolane)-4-oxo-5a,6,7,9a-tetrahydro-4H-[1,2,3]triazolo[5,1-c][1,4]benzoxazine-3-carboxylate | 1263320-41-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl-(5aR,6R,7R,9aS)-8-bromo-6,7-(2,2-dimethyl-1,3-dioxolane)-4-oxo-5a,6,7,9a-tetrahydro-4H-[1,2,3]triazolo[5,1-c][1,4]benzoxazine-3-carboxylate
• 英文别名: ethyl (1S,9R,10S,14S)-15-bromo-12,12-dimethyl-7-oxo-8,11,13-trioxa-2,3,4-triazatetracyclo[7.7.0.02,6.010,14]hexadeca-3,5,15-triene-5-carboxylate
• CAS: 1263320-41-7
• 化学式: C₁₅H₁₆BrN₃O₆
• 分子量: 414.213
• InChiKey: DGRBKZAWJILZTP-FZVWWSIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (1S,4S,5R,6R)-1-(3-bromo-6-hydroxy-4,5-O-isopropylidenedioxycyclohex-2-enyl)-[1,2,3]triazole-4,5-dicarboxylic acid diethyl ester 在 二正丁基氧化锡 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以47%的产率得到ethyl-(5aR,6R,7R,9aS)-8-bromo-6,7-(2,2-dimethyl-1,3-dioxolane)-4-oxo-5a,6,7,9a-tetrahydro-4H-[1,2,3]triazolo[5,1-c][1,4]benzoxazine-3-carboxylate
  参考文献：
  名称：

  Click chemistry and biocatalysis for the preparation of pancratistatin analogs

  摘要：

  Tricyclic compounds that are advanced precursors for the synthesis of analogs of the antitumoral alkaloid pancratistatin were prepared by a short sequence that involved enzymatic dihydroxylation, epoxidation, and intramolecular Huisgen cycloaddition. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.084