Technology Process of 4,5,6,8-tetra-O-acetyl-3,7-anhydro-1-deoxy-2-deuterio-2-O-p-tolylsulfonyl-D-threo-L-galacto-octitol
There total 8 articles about 4,5,6,8-tetra-O-acetyl-3,7-anhydro-1-deoxy-2-deuterio-2-O-p-tolylsulfonyl-D-threo-L-galacto-octitol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.) sodium hydride / 1.) DMF, 1 h; 2.) overnight
2: 1.) p-toluenesulfonic acid monohydrate / 1.) dichloromethane, acetone, 0 deg C, 1 h; 2.) ether, reflux, 1 h
3: 89 percent / pyridinium dichromate / dimethylformamide / 18 h / Ambient temperature
4: 21.3 percent / lithium aluminium deuteride / diethyl ether / Heating
5: 93 percent / pyridine / 15 h
6: 1.) hydrogen / 1.) palladium-charcoal / 1.) methanol, ethyl acetate; 2.) pyridine, 15 h
With
dipyridinium dichromate; lithium aluminium deuteride; hydrogen; sodium hydride; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
pyridine; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)88220-2
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) p-toluenesulfonic acid monohydrate / 1.) dichloromethane, acetone, 0 deg C, 1 h; 2.) ether, reflux, 1 h
2: 89 percent / pyridinium dichromate / dimethylformamide / 18 h / Ambient temperature
3: 21.3 percent / lithium aluminium deuteride / diethyl ether / Heating
4: 93 percent / pyridine / 15 h
5: 1.) hydrogen / 1.) palladium-charcoal / 1.) methanol, ethyl acetate; 2.) pyridine, 15 h
With
dipyridinium dichromate; lithium aluminium deuteride; hydrogen; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
pyridine; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)88220-2
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 0.02 M sodium methoxide
2: 1.) sodium hydride / 1.) DMF, 1 h; 2.) overnight
3: 1.) p-toluenesulfonic acid monohydrate / 1.) dichloromethane, acetone, 0 deg C, 1 h; 2.) ether, reflux, 1 h
4: 89 percent / pyridinium dichromate / dimethylformamide / 18 h / Ambient temperature
5: 21.3 percent / lithium aluminium deuteride / diethyl ether / Heating
6: 93 percent / pyridine / 15 h
7: 1.) hydrogen / 1.) palladium-charcoal / 1.) methanol, ethyl acetate; 2.) pyridine, 15 h
With
dipyridinium dichromate; lithium aluminium deuteride; hydrogen; sodium methylate; sodium hydride; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
pyridine; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)88220-2
