Technology Process of ethyl 3-(5-((1S,2R)-7-(benzyloxy)-1,2-dihydroxyheptyl)furan-2-yl)propanoate
There total 1 articles about ethyl 3-(5-((1S,2R)-7-(benzyloxy)-1,2-dihydroxyheptyl)furan-2-yl)propanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine;
In
water; tert-butyl alcohol;
at 0 ℃;
for 96h;
Overall yield = 84 %; Overall yield = 9.16 g; enantioselective reaction;
DOI:10.1021/jo501142q
- Guidance literature:
-
ethyl 3-(5-((1S,2R)-7-(benzyloxy)-1,2-dihydroxyheptyl)furan-2-yl)propanoate;
With
3-chloro-benzenecarboperoxoic acid;
In
dichloromethane;
at 0 ℃;
for 2h;
With
camphor-10-sulfonic acid;
In
dichloromethane;
at 0 ℃;
for 0.333333h;
DOI:10.1021/jo501142q
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 °C
1.2: 0.33 h / 0 °C
2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2.17 h / 20 °C / 760.05 Torr / Inert atmosphere
3.1: potassium tri-sec-butyl-borohydride / tetrahydrofuran; toluene / 2 h / -78 °C
4.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C
With
1H-imidazole; palladium 10% on activated carbon; hydrogen; potassium tri-sec-butyl-borohydride; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo501142q