(5aR,6R,9S,9aS)-3-((1-(4-chlorobenzyl)-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 | 1289128-96-6

• 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: (5aR,6R,9S,9aS)-3-((1-(4-chlorobenzyl)-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
• CAS: 1289128-96-6
• 化学式: C₁₉H₂₁ClN₃O₄P
• 分子量: 421.82
• InChiKey: UFUHJQSYYXBPJK-GYLQJHRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  75.47
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  萘酚 、 (5aR,6R,9S,9aS)-3-((1-(4-chlorobenzyl)-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 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41 mg的产率得到1-(4-chlorobenzyl)-4-((naphthalen-1-yloxy)methyl)-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
• 作为产物：
  描述：

  (5aR,6R,9S,9aS)-3-(prop-2-yn-1-yloxy)-1,5,5a,6,9,9a-hexahydro-6,9-methanobenzo[e][1,3,2]dioxaphosphepine-3-oxide 、 1-(叠氮甲基)-4-氯苯 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 14.0h， 以71%的产率得到(5aR,6R,9S,9aS)-3-((1-(4-chlorobenzyl)-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
  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