Technology Process of 4-((2S,3R,6S)-6-(2-((tert-butyl)diphenylsilyloxy)ethyl)-3-methyl-1-tosylpiperidin-2-yl)butan-1-ol
There total 12 articles about 4-((2S,3R,6S)-6-(2-((tert-butyl)diphenylsilyloxy)ethyl)-3-methyl-1-tosylpiperidin-2-yl)butan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at 0 - 20 ℃;
DOI:10.1039/c1cc13048j
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 0 - 20 °C
2.1: 1H-imidazole / tetrahydrofuran / 0 - 20 °C
3.1: copper(I) bromide dimethylsulfide complex / 2,3-dimercapto-succinic acid / 1 h / -78 °C
3.2: -78 - 20 °C
4.1: trifluoroacetic acid / acetone / 20 °C
5.1: diethylzinc / hexane; toluene / 60 h / 0 °C
6.1: N-iodo-succinimide / 3 h / 20 °C / Inert atmosphere
7.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / Reflux
8.1: boron trifluoride diethyl etherate / dichloromethane / -85 °C
9.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1 h / 20 °C / 750.08 Torr
10.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
With
1H-imidazole; N-iodo-succinimide; lithium aluminium tetrahydride; copper(I) bromide dimethylsulfide complex; 2,2'-azobis(isobutyronitrile); tributylphosphine; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; diethylzinc; tri-n-butyl-tin hydride; trifluoroacetic acid; 1,1'-azodicarbonyl-dipiperidine;
In
tetrahydrofuran; 2,3-dimercapto-succinic acid; hexane; dichloromethane; ethyl acetate; acetone; toluene;
1.1: Mitsunobu reaction;
DOI:10.1039/c1cc13048j
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 1H-imidazole / tetrahydrofuran / 0 - 20 °C
2.1: copper(I) bromide dimethylsulfide complex / 2,3-dimercapto-succinic acid / 1 h / -78 °C
2.2: -78 - 20 °C
3.1: trifluoroacetic acid / acetone / 20 °C
4.1: diethylzinc / hexane; toluene / 60 h / 0 °C
5.1: N-iodo-succinimide / 3 h / 20 °C / Inert atmosphere
6.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / Reflux
7.1: boron trifluoride diethyl etherate / dichloromethane / -85 °C
8.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1 h / 20 °C / 750.08 Torr
9.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
With
1H-imidazole; N-iodo-succinimide; lithium aluminium tetrahydride; copper(I) bromide dimethylsulfide complex; 2,2'-azobis(isobutyronitrile); palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; diethylzinc; tri-n-butyl-tin hydride; trifluoroacetic acid;
In
tetrahydrofuran; 2,3-dimercapto-succinic acid; hexane; dichloromethane; ethyl acetate; acetone; toluene;
DOI:10.1039/c1cc13048j