6-<(p-tolylsulfonyl)oxy>tricyclo<5.3.0.0^2,8>decane-4,9-dione bis(ethylene acetal)

Base Information

• Chemical Name: 6-<(p-tolylsulfonyl)oxy>tricyclo<5.3.0.0^2,8>decane-4,9-dione bis(ethylene acetal)
• CAS No.: 108418-55-9
• Molecular Formula: C₂₁H₂₆O₇S
• Molecular Weight: 422.499

Synonyms:

Chemical Property of 6-<(p-tolylsulfonyl)oxy>tricyclo<5.3.0.0^2,8>decane-4,9-dione bis(ethylene acetal)

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of 6-<(p-tolylsulfonyl)oxy>tricyclo<5.3.0.0^2,8>decane-4,9-dione bis(ethylene acetal)

There total 6 articles about 6-<(p-tolylsulfonyl)oxy>tricyclo<5.3.0.0^2,8>decane-4,9-dione bis(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: 79.0%

6-hydroxytricyclo<5.3.0.02,8>-decane-4,9-dione bis(ethylene acetal) (108418-54-8,108507-71-7) + p-toluenesulfonyl chloride (98-59-9) → 6-<(p-tolylsulfonyl)oxy>tricyclo<5.3.0.02,8>decane-4,9-dione bis(ethylene acetal) (108418-55-9,108507-67-1)

Guidance literature:

In pyridine; at 5 ℃; for 120h;

DOI:10.1021/jo00389a003

Reference yield:

cyclodeca-3,8-diene-1,6-dione bis(ethylene acetal) (22464-22-8) → 6-<(p-tolylsulfonyl)oxy>tricyclo<5.3.0.02,8>decane-4,9-dione bis(ethylene acetal) (108418-55-9,108507-67-1)

Guidance literature:

Multi-step reaction with 6 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

With chromium(VI) oxide; sodium tetrahydroborate; diphenyl diselenide; dihydrogen peroxide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In pyridine; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jo00389a003

Reference yield:

4-hydroxy-2,8-cyclodecadiene-1,6-dione bis(ethylene acetal) (108418-51-5) → 6-<(p-tolylsulfonyl)oxy>tricyclo<5.3.0.02,8>decane-4,9-dione bis(ethylene acetal) (108418-55-9,108507-67-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / chromium trioxide / pyridine; CH₂Cl₂ / 36 h / Ambient temperature

2: 85 percent / acetonitrile / 14 h / 0 °C / Irradiation

3: 95 percent / sodium borohydride / ethanol / 12 h

4: 79 percent / pyridine / 120 h / 5 °C

With chromium(VI) oxide; sodium tetrahydroborate; In pyridine; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jo00389a003

upstream raw materials:

6-hydroxytricyclo<5.3.0.0^2,8>-decane-4,9-dione bis(ethylene acetal)

p-toluenesulfonyl chloride

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

4-hydroxy-2,8-cyclodecadiene-1,6-dione bis(ethylene acetal)

Downstream raw materials:

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

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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