Technology Process of ((3aS,4S,6S,7S,7aS)-4-Benzyloxy-6-formyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-carbamic acid benzyl ester
There total 12 articles about ((3aS,4S,6S,7S,7aS)-4-Benzyloxy-6-formyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-carbamic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
3 A molecular sieve; pyridinium chlorochromate;
In
dichloromethane;
for 1.5h;
Ambient temperature;
DOI:10.1016/S0040-4020(01)86850-2
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 89 percent / imidazole / dimethylformamide / 6 h / Ambient temperature
2: 97 percent / camphorsulphonic acid / acetone / 16 h / Ambient temperature
3: pyridinium chlorochromate, molecular sieve 3 A / CH2Cl2 / 2 h / Ambient temperature; molecular sieve 3 A
4: sodium borohydride / ethanol / 1 h / 0 °C
5: pyridine / CH2Cl2 / 8 h / -20 °C
6: sodium azide / dimethylformamide / 16 h / Ambient temperature
7: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 4 h / Ambient temperature
8: 100 percent / hydrogen / palladium black / methanol / 1 h / Ambient temperature
9: aq. sodium bicarbonate / diethyl ether / 1.5 h / 0 °C
10: 75 percent / pyridinium chlorochromate, molecular sieve 3 A / CH2Cl2 / 1.5 h / Ambient temperature
With
pyridine; 1H-imidazole; sodium tetrahydroborate; sodium azide; 3 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; pyridinium chlorochromate;
palladium;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)86850-2
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 83 percent / acetyl chloride / 50 deg C for 1.5 h then room temperature for 24 h
2: 89 percent / imidazole / dimethylformamide / 6 h / Ambient temperature
3: 97 percent / camphorsulphonic acid / acetone / 16 h / Ambient temperature
4: pyridinium chlorochromate, molecular sieve 3 A / CH2Cl2 / 2 h / Ambient temperature; molecular sieve 3 A
5: sodium borohydride / ethanol / 1 h / 0 °C
6: pyridine / CH2Cl2 / 8 h / -20 °C
7: sodium azide / dimethylformamide / 16 h / Ambient temperature
8: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 4 h / Ambient temperature
9: 100 percent / hydrogen / palladium black / methanol / 1 h / Ambient temperature
10: aq. sodium bicarbonate / diethyl ether / 1.5 h / 0 °C
11: 75 percent / pyridinium chlorochromate, molecular sieve 3 A / CH2Cl2 / 1.5 h / Ambient temperature
With
pyridine; 1H-imidazole; sodium tetrahydroborate; sodium azide; 3 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; acetyl chloride; pyridinium chlorochromate;
palladium;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)86850-2
