(5aR,6R,9S,9aS)-3-((1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-1,5,5a,6,9,9a-hexahydro-6,9-methanobenzo[e][1,3,2]-dioxaphosphepine-3-oxide | 1289128-93-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (5aR,6R,9S,9aS)-3-((1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-1,5,5a,6,9,9a-hexahydro-6,9-methanobenzo[e][1,3,2]-dioxaphosphepine-3-oxide
• 英文别名: 1-[(4-methoxyphenyl)methyl]-4-[[(1R,2R,8S,9S)-5-oxido-4,6-dioxa-5-phosphoniatricyclo[7.2.1.02,8]dodec-10-en-5-yl]oxymethyl]triazole
• CAS: 1289128-93-3
• 化学式: C₂₀H₂₄N₃O₅P
• 分子量: 417.401
• InChiKey: HQLXGCPIIFILNK-QAKUQLFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  90.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (5aR,6R,9S,9aS)-3-((1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl)methoxy)-1,5,5a,6,9,9a-hexahydro-6,9-methanobenzo[e][1,3,2]-dioxaphosphepine-3-oxide 、 2,4-二氯酚 在 Grubbs catalyst first generation 、 caesium carbonate 、 sodium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以56 mg的产率得到4-((2,4-dichlorophenoxy)methyl)-1-(4-methoxybenzyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  “Click”-Capture, Ring-Opening Metathesis Polymerization (ROMP), Release: Facile Triazolation Utilizing ROMP-Derived Oligomeric Phosphates

  摘要：

  Soluble, high-load ring-opening metathesis polymerization (ROMP)-derived oligomeric triazole phosphates (OTP) are reported for application as efficient triazolating reagents of nucleophilic species. Utilizing a "Click"-capture, ROMP, release protocol, the efficient and purification-free, direct triazolation of N-, O-, and S-nucleophilic species was successfully achieved. A variety of OTP derivatives were rapidly synthesized as free-flowing solids on a multigram scale from commercially available materials.

  DOI：

  10.1021/ol200430c

文献信息

• “Click”-Capture, Ring-Opening Metathesis Polymerization (ROMP), Release: Facile Triazolation Utilizing ROMP-Derived Oligomeric Phosphates
  作者：Toby R. Long、Saqib Faisal、Pradip K. Maity、Alan Rolfe、Ryan Kurtz、Sarra V. Klimberg、Muhammad-Rabbie Najjar、Fatima Z. Basha、Paul R. Hanson

  DOI：10.1021/ol200430c

  日期：2011.4.15

  Soluble, high-load ring-opening metathesis polymerization (ROMP)-derived oligomeric triazole phosphates (OTP) are reported for application as efficient triazolating reagents of nucleophilic species. Utilizing a "Click"-capture, ROMP, release protocol, the efficient and purification-free, direct triazolation of N-, O-, and S-nucleophilic species was successfully achieved. A variety of OTP derivatives were rapidly synthesized as free-flowing solids on a multigram scale from commercially available materials.