Technology Process of (R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)ethane-1,2-diol
There total 11 articles about (R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)ethane-1,2-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
methanol; toluene-4-sulfonic acid;
at 20 ℃;
for 1.75h;
Inert atmosphere;
DOI:10.1002/anie.200804645
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: lithium borohydride / tetrahydrofuran; diethyl ether; ethanol / 4.5 h / 0 - 20 °C / Inert atmosphere
2.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide / dichloromethane / 0 °C / pH 8.6 / aq. buffer
2.2: 0.42 h / 0 °C
3.1: hydroxylamine hydrochloride / pyridine; ethanol / 12.5 h / 20 °C / Inert atmosphere
4.1: dichloromethane / -78 °C / Inert atmosphere
4.2: 0 - 20 °C / Inert atmosphere
5.1: toluene-4-sulfonic acid / methanol / 1.75 h / 20 °C / Inert atmosphere
With
2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium borohydride; hydroxylamine hydrochloride; toluene-4-sulfonic acid; potassium bromide;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane;
DOI:10.1002/chem.201102797
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 44 h / 20 °C / Inert atmosphere
2.1: lithium borohydride / tetrahydrofuran; diethyl ether; ethanol / 4.5 h / 0 - 20 °C / Inert atmosphere
3.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide / dichloromethane / 0 °C / pH 8.6 / aq. buffer
3.2: 0.42 h / 0 °C
4.1: hydroxylamine hydrochloride / pyridine; ethanol / 12.5 h / 20 °C / Inert atmosphere
5.1: dichloromethane / -78 °C / Inert atmosphere
5.2: 0 - 20 °C / Inert atmosphere
6.1: toluene-4-sulfonic acid / methanol / 1.75 h / 20 °C / Inert atmosphere
With
1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium borohydride; hydroxylamine hydrochloride; toluene-4-sulfonic acid; potassium bromide;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201102797