Technology Process of (3R,4R,5R)-3,4-Dihydroxy-5-hydroxymethyl-piperidine-1-carboxylic acid phenyl ester
There total 8 articles about (3R,4R,5R)-3,4-Dihydroxy-5-hydroxymethyl-piperidine-1-carboxylic acid phenyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
borane; dihydrogen peroxide; sodium acetate;
In
tetrahydrofuran;
DOI:10.1021/ol006810x
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 97 percent / sodium borohydride / methanol / 3 h / -78 °C
2: 92 percent / CH2Cl2 / 6 h / -78 - 0 °C
3: 77 percent / TMSOTf; BH3 / tetrahydrofuran; CH2Cl2 / 6 h / -78 - 0 °C
4: 99 percent / Jones reagent / acetone / 0 °C
5: LiAlH4; (1R,2S)-(-)-N-methylephedrine; 2-ethylaminopyridine / diethyl ether / 3 h / -78 °C
6: 99 percent / 1N HCl / Heating
7: 70 percent / BH3; H2O2; NaOAc / tetrahydrofuran
With
hydrogenchloride; 2-(ethylamino)pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; jones reagent; trimethylsilyl trifluoromethanesulfonate; (-)-N-methylephedrine; borane; dihydrogen peroxide; sodium acetate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;
1: Fowler reduction;
DOI:10.1021/ol006810x
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 97 percent / sodium borohydride / methanol / 3 h / -78 °C
2: 92 percent / CH2Cl2 / 6 h / -78 - 0 °C
3: 77 percent / TMSOTf; BH3 / tetrahydrofuran; CH2Cl2 / 6 h / -78 - 0 °C
4: 99 percent / Jones reagent / acetone / 0 °C
5: LiAlH4; (1R,2S)-(-)-N-methylephedrine; 2-ethylaminopyridine / diethyl ether / 3 h / -78 °C
6: 99 percent / 1N HCl / Heating
7: 70 percent / BH3; H2O2; NaOAc / tetrahydrofuran
With
hydrogenchloride; 2-(ethylamino)pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; jones reagent; trimethylsilyl trifluoromethanesulfonate; (-)-N-methylephedrine; borane; dihydrogen peroxide; sodium acetate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;
1: Fowler reduction;
DOI:10.1021/ol006810x