Technology Process of benzoic acid 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.03,7]dodec-8-yl ester
There total 10 articles about benzoic acid 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.03,7]dodec-8-yl ester 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: pyridine; 4-(dimethylamino)pyridine / CH2Cl2 / 20 °C
2: 1.15 g / AcOH / H2O / 10 h / 20 °C
3: imidazole / CH2Cl2 / 2 h / 20 °C
4: trifluoromethanesulfonic acid / cyclohexane; CH2Cl2 / 3.5 h / 0 - 20 °C
5: 1.82 g / TBAF / tetrahydrofuran / 3 h / 20 °C
6: IBX / dimethylsulfoxide; CH2Cl2 / 12 h / 20 °C
7: CH2Cl2 / 1 h / 20 °C
8: 16.3 mg / triethylamine / acetonitrile / 2 h / Heating
With
pyridine; 1H-imidazole; dmap; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; acetic acid; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; cyclohexane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol062621o
- Guidance literature:
-
Multi-step reaction with 6 steps
1: imidazole / CH2Cl2 / 2 h / 20 °C
2: trifluoromethanesulfonic acid / cyclohexane; CH2Cl2 / 3.5 h / 0 - 20 °C
3: 1.82 g / TBAF / tetrahydrofuran / 3 h / 20 °C
4: IBX / dimethylsulfoxide; CH2Cl2 / 12 h / 20 °C
5: CH2Cl2 / 1 h / 20 °C
6: 16.3 mg / triethylamine / acetonitrile / 2 h / Heating
With
1H-imidazole; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; cyclohexane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol062621o
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.15 g / AcOH / H2O / 10 h / 20 °C
2: imidazole / CH2Cl2 / 2 h / 20 °C
3: trifluoromethanesulfonic acid / cyclohexane; CH2Cl2 / 3.5 h / 0 - 20 °C
4: 1.82 g / TBAF / tetrahydrofuran / 3 h / 20 °C
5: IBX / dimethylsulfoxide; CH2Cl2 / 12 h / 20 °C
6: CH2Cl2 / 1 h / 20 °C
7: 16.3 mg / triethylamine / acetonitrile / 2 h / Heating
With
1H-imidazole; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; acetic acid; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; cyclohexane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol062621o