Technology Process of Se-phenyl (E,E,E)-5,9,13-trimethyl-15-[(tetrahydro-2H-pyran-2-yl)oxy]pentadeca-5,9,13-trieneselenoate
There total 10 articles about Se-phenyl (E,E,E)-5,9,13-trimethyl-15-[(tetrahydro-2H-pyran-2-yl)oxy]pentadeca-5,9,13-trieneselenoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 8 steps
1: HIO4*H2O / H2O; tetrahydrofuran / 3 h / 0 - 20 °C
2: pyridinium p-toluenesulfonate / CH2Cl2 / 8 h / 20 °C
3: 752 mg / NaBH4 / methanol; diethyl ether / 16 h / 20 °C
4: Et3N / CH2Cl2 / 2 h / 0 °C
5: 467 mg / dimethylsulfoxide / 18 h / 60 °C
6: 81 percent / DIBAL-H / toluene / 5 h / -78 °C
7: 99 percent / NaClO2; KH2PO4; 2-methylbut-2-ene / H2O; 2-methyl-propan-2-ol / 1 h
8: 71 percent / Bu3P / CH2Cl2 / 0.5 h / -30 °C
With
sodium chlorite; sodium tetrahydroborate; potassium dihydrogenphosphate; 2-methyl-but-2-ene; tributylphosphine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; periodic acid; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol;
1: Hydrolysis / 2: Addition / 3: Reduction / 4: Condensation / 5: Substitution / 6: Reduction / 7: Oxidation / 8: Substitution;
DOI:10.1002/1522-2675(20000906)83:9<2629::AID-HLCA2629>3.0.CO;2-W
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.19 g / K2CO3; MeOH / 16 h
2: HIO4*H2O / H2O; tetrahydrofuran / 3 h / 0 - 20 °C
3: pyridinium p-toluenesulfonate / CH2Cl2 / 8 h / 20 °C
4: 752 mg / NaBH4 / methanol; diethyl ether / 16 h / 20 °C
5: Et3N / CH2Cl2 / 2 h / 0 °C
6: 467 mg / dimethylsulfoxide / 18 h / 60 °C
7: 81 percent / DIBAL-H / toluene / 5 h / -78 °C
8: 99 percent / NaClO2; KH2PO4; 2-methylbut-2-ene / H2O; 2-methyl-propan-2-ol / 1 h
9: 71 percent / Bu3P / CH2Cl2 / 0.5 h / -30 °C
With
methanol; sodium chlorite; sodium tetrahydroborate; potassium dihydrogenphosphate; 2-methyl-but-2-ene; tributylphosphine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; periodic acid; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol;
1: Deacetylation / 2: Hydrolysis / 3: Addition / 4: Reduction / 5: Condensation / 6: Substitution / 7: Reduction / 8: Oxidation / 9: Substitution;
DOI:10.1002/1522-2675(20000906)83:9<2629::AID-HLCA2629>3.0.CO;2-W
