4-phenyl-2,4,6-triazapentacyclo<6.5.2.0^2,6.0^8,12.0^9,13>pentadec-14-ene-3,5,10-trione 10-ethylene acetal

Base Information

• Chemical Name: 4-phenyl-2,4,6-triazapentacyclo<6.5.2.0^2,6.0^8,12.0^9,13>pentadec-14-ene-3,5,10-trione 10-ethylene acetal
• CAS No.: 108418-63-9
• Molecular Formula: C₂₀H₁₉N₃O₄
• Molecular Weight: 365.389

Synonyms:

Chemical Property of 4-phenyl-2,4,6-triazapentacyclo<6.5.2.0^2,6.0^8,12.0^9,13>pentadec-14-ene-3,5,10-trione 10-ethylene acetal

Chemical Property:

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Technology Process of 4-phenyl-2,4,6-triazapentacyclo<6.5.2.0^2,6.0^8,12.0^9,13>pentadec-14-ene-3,5,10-trione 10-ethylene acetal

There total 11 articles about 4-phenyl-2,4,6-triazapentacyclo<6.5.2.0^2,6.0^8,12.0^9,13>pentadec-14-ene-3,5,10-trione 10-ethylene acetal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

4-Phenyl-1,2,4-triazolidine-3,5-dione (4233-33-4) + tricyclo<5.3.0.02,8>deca-3,5-dien-9-one ethylene acetal (108418-58-2) → 4-phenyl-2,4,6-triazapentacyclo<6.5.2.02,6.08,12.09,13>pentadec-14-ene-3,5,10-trione 10-ethylene acetal (108418-63-9,108507-69-3)

Guidance literature:

In dichloromethane; for 3h; Ambient temperature;

DOI:10.1021/jo00389a003

Reference yield:

cyclodeca-3,8-diene-1,6-dione bis(ethylene acetal) (22464-22-8) → 4-phenyl-2,4,6-triazapentacyclo<6.5.2.02,6.08,12.09,13>pentadec-14-ene-3,5,10-trione 10-ethylene acetal (108418-63-9,108507-69-3)

Guidance literature:

Multi-step reaction with 11 steps

1: 61 percent / 80percent m-chloroperoxybenzoic acid, sodium hydrogencarbonate / CH₂Cl₂ / 40 h / Ambient temperature

2: 1.) diphenyl diselenide, NaBH₄, 2.) 30percent H₂O₂ / 1.) n-BuOH, reflux , 20 h, 2.) n-BuOH, THF, 16 h

3: 50 percent / chromium trioxide / pyridine; CH₂Cl₂ / 36 h / Ambient temperature

4: 85 percent / acetonitrile / 14 h / 0 °C / Irradiation

5: 95 percent / sodium borohydride / ethanol / 12 h

6: 79 percent / pyridine / 120 h / 5 °C

7: 65 percent / 1.5-diazabicyclo<4.3.0>non-5-ene / acetonitrile / 15 h / 80 °C

8: 90 percent / p-toluenesulfonic acid monohydrate / H₂O; acetone / 0.33 h / Ambient temperature

9: 91 percent / lithium aluminium hydride / diethyl ether / 3 h / Heating

10: 85 percent / methyltriphenoxyphosphonium iodide / hexamethylphosphoric acid triamide / 5 h / 95 °C

11: 85 percent / CH₂Cl₂ / 3 h / Ambient temperature

With chromium(VI) oxide; sodium tetrahydroborate; lithium aluminium tetrahydride; diphenyl diselenide; DBN; methyltriphenoxyphosphonium iodide; dihydrogen peroxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; water; acetone; acetonitrile;

DOI:10.1021/jo00389a003

Reference yield:

tricyclo<5.3.0.02,8>dec-5-ene-4,9-dione 9-ethylene acetal (104291-25-0) → 4-phenyl-2,4,6-triazapentacyclo<6.5.2.02,6.08,12.09,13>pentadec-14-ene-3,5,10-trione 10-ethylene acetal (108418-63-9,108507-69-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / lithium aluminium hydride / diethyl ether / 3 h / Heating

2: 85 percent / methyltriphenoxyphosphonium iodide / hexamethylphosphoric acid triamide / 5 h / 95 °C

3: 85 percent / CH₂Cl₂ / 3 h / Ambient temperature

With lithium aluminium tetrahydride; methyltriphenoxyphosphonium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;

DOI:10.1021/jo00389a003

upstream raw materials:

4-Phenyl-1,2,4-triazolidine-3,5-dione

tricyclo<5.3.0.0^2,8>deca-3,5-dien-9-one ethylene acetal

cyclodeca-3,8-diene-1,6-dione bis(ethylene acetal)

tricyclo<5.3.0.0^2,8>dec-5-ene-4,9-dione 9-ethylene acetal

Downstream raw materials:

2-(N-phenylcarbamoyl)-2,3-diazatetracyclo<6.2.2.0^5,9.0^6,10>dodec-11-en-7-one ethylene acetal

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