Technology Process of 3-Chloro-benzoic acid (2S,3S,4R)-4-((E)-2-methoxy-1-methoxycarbonyl-vinyl)-6-oxo-3-vinyl-tetrahydro-pyran-2-yl ester
There total 7 articles about 3-Chloro-benzoic acid (2S,3S,4R)-4-((E)-2-methoxy-1-methoxycarbonyl-vinyl)-6-oxo-3-vinyl-tetrahydro-pyran-2-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1) sodium hydroxide, 30percent hydrogen peroxide / 1) ether, water, 10-25 deg C; 2) ether, 0 deg C
2: 9.83 g / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
3: 8.52 g / lithium diisopropylamide / tetrahydrofuran / 1 h / -78 - -45 °C
4: 5.66 g / pyridinium p-toluenesulfonate / acetone / 7 h / Ambient temperature
5: 3.70 g / pyridinium dichromate, 4-A molecular sieves / ethyl acetate / 22 h
6: 0.62 g / CuI, hexamethylphosphoramide, 4-(dimethylamino)pyridine / tetrahydrofuran / -78 °C
7: 118 mg / hexane / 36 h / Ambient temperature
With
N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium hydroxide; copper(l) iodide; dipyridinium dichromate; 4 A molecular sieve; dihydrogen peroxide; pyridinium p-toluenesulfonate; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; ethyl acetate; acetone;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 9.83 g / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
2: 8.52 g / lithium diisopropylamide / tetrahydrofuran / 1 h / -78 - -45 °C
3: 5.66 g / pyridinium p-toluenesulfonate / acetone / 7 h / Ambient temperature
4: 3.70 g / pyridinium dichromate, 4-A molecular sieves / ethyl acetate / 22 h
5: 0.62 g / CuI, hexamethylphosphoramide, 4-(dimethylamino)pyridine / tetrahydrofuran / -78 °C
6: 118 mg / hexane / 36 h / Ambient temperature
With
N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; copper(l) iodide; dipyridinium dichromate; 4 A molecular sieve; pyridinium p-toluenesulfonate; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; ethyl acetate; acetone;
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 3.70 g / pyridinium dichromate, 4-A molecular sieves / ethyl acetate / 22 h
2: 0.62 g / CuI, hexamethylphosphoramide, 4-(dimethylamino)pyridine / tetrahydrofuran / -78 °C
3: 118 mg / hexane / 36 h / Ambient temperature
With
N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; copper(l) iodide; dipyridinium dichromate; 4 A molecular sieve;
In
tetrahydrofuran; hexane; ethyl acetate;
