2-methyl-(isopropyl 5-acetamido-2,6-anhydro-9-benzoyl-8-(benzoyloxy)methyl-3,5,7,8-tetradeoxy-D-glycero-D-talo-non-2-enoate)-[4,5-d]-2-oxazoline | 1254212-57-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-methyl-(isopropyl 5-acetamido-2,6-anhydro-9-benzoyl-8-(benzoyloxy)methyl-3,5,7,8-tetradeoxy-D-glycero-D-talo-non-2-enoate)-[4,5-d]-2-oxazoline
• CAS: 1254212-57-1
• 化学式: C₂₉H₃₁NO₈
• 分子量: 521.567
• InChiKey: IULAENGAAKBZHZ-GSLIJJQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  38.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  109.72
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  叠氮基三甲基硅烷 、 2-methyl-(isopropyl 5-acetamido-2,6-anhydro-9-benzoyl-8-(benzoyloxy)methyl-3,5,7,8-tetradeoxy-D-glycero-D-talo-non-2-enoate)-[4,5-d]-2-oxazoline 以 叔丁醇 为溶剂， 反应 15.0h， 以75%的产率得到isopropyl 5-acetamido-2,6-anhydro-4-azido-9-benzoyl-8-benzoyloxymethyl-3,4,5,7,8-pentadeoxy-D-glycero-D-talo-non-2-enoate
  参考文献：
  名称：

  Coupling the Petasis Condensation to an Iron(III) Chloride-Promoted Cascade Provides a Short Synthesis of Relenza Congeners

  摘要：

  Iron(III) chloride hexahydrate promotes a cascade of transformations on a Petasis condensation product that sets up the right dihydropyran precursors of valuable Relenza congeners.

  DOI：

  10.1021/ol102326b
• 作为产物：
  描述：

  (5R,6S,E)-isopropyl 5-acetamido-7-cyclopentyl-6-hydroxy-2,2-dimethoxyhept-3-enoate 在 iron(III) chloride hexahydrate 作用下， 以 二氯甲烷 为溶剂， 以72%的产率得到2-methyl-(isopropyl 5-acetamido-2,6-anhydro-9-benzoyl-8-(benzoyloxy)methyl-3,5,7,8-tetradeoxy-D-glycero-D-talo-non-2-enoate)-[4,5-d]-2-oxazoline
  参考文献：
  名称：

  Coupling the Petasis Condensation to an Iron(III) Chloride-Promoted Cascade Provides a Short Synthesis of Relenza Congeners

  摘要：

  Iron(III) chloride hexahydrate promotes a cascade of transformations on a Petasis condensation product that sets up the right dihydropyran precursors of valuable Relenza congeners.

  DOI：

  10.1021/ol102326b