Technology Process of E-(2R,3S)-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-4,7-dione-1,2,3-triol, 7-dimethyl ketal
There total 6 articles about E-(2R,3S)-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-4,7-dione-1,2,3-triol, 7-dimethyl ketal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
camphor-10-sulfonic acid;
In
methanol;
at 0 ℃;
DOI:10.1021/ja00247a025
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.) butyllithium 2.) ZnBr2 / tetrahydrofuran; hexane / 1.) from -30 deg C to 10 deg C, 4 h 2.) 15 min 3.) -40 deg C, 4 h, then to 0 deg C, within 3 h
2: 91 percent / imidazole / dimethylformamide / 5 h / 80 °C
3: 82 percent / pyridine, bromine / acetonitrile; H2O / 1.) -20 deg C 2.) rt, 2 h
4: 82 percent / camphorsulfonic acid / methanol / 0 °C
With
pyridine; 1H-imidazole; n-butyllithium; camphor-10-sulfonic acid; bromine; zinc dibromide;
In
tetrahydrofuran; methanol; hexane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00247a025
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 91 percent / imidazole / dimethylformamide / 5 h / 80 °C
2: 82 percent / pyridine, bromine / acetonitrile; H2O / 1.) -20 deg C 2.) rt, 2 h
3: 82 percent / camphorsulfonic acid / methanol / 0 °C
With
pyridine; 1H-imidazole; camphor-10-sulfonic acid; bromine;
In
methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00247a025
