Technology Process of (+)-(2S,3R)-3-(Benzyloxy)-2-methyl-2,3-dihydro-4H-pyran-4-one
There total 15 articles about (+)-(2S,3R)-3-(Benzyloxy)-2-methyl-2,3-dihydro-4H-pyran-4-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2S,3S)-2-(dimethoxymethoxy)-3-(benzyloxy)pent-4-yne;
With
2,6-di-tert-butyl-pyridine; Au(JohnPhos)SbF6;
In
dichloromethane;
at 23 ℃;
for 0.5h;
Molecular sieve;
Inert atmosphere;
With
toluene-4-sulfonic acid;
In
tetrahydrofuran;
at 2 ℃;
Inert atmosphere;
DOI:10.1021/acs.orglett.9b03812
- Guidance literature:
-
With
3 A molecular sieve; [hydroxy(tosyloxy)iodo]benzene;
In
acetonitrile;
for 1.25h;
Ambient temperature;
DOI:10.1021/jo00110a028
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: zinc / aq. phosphate buffer; ethyl acetate / 0.32 h
2.1: sodium methylate; methanol / N,N-dimethyl-formamide / 0.17 h
3.1: triethylamine; dmap / N,N-dimethyl-formamide / 0.17 h
4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.05 h
4.2: 0.11 h
5.1: tetrabutyl ammonium fluoride / N,N-dimethyl-formamide; tetrahydrofuran / 0.08 h
6.1: Dess-Martin periodane / dichloromethane; N,N-dimethyl-formamide / 0.12 h
With
methanol; dmap; tetrabutyl ammonium fluoride; sodium methylate; sodium hexamethyldisilazane; Dess-Martin periodane; triethylamine; zinc;
In
tetrahydrofuran; aq. phosphate buffer; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/anie.202109887
