Technology Process of (+)-(5S)-1-[5-(tert-butyldimethylsilyloxy)-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydropyridin-2-yl]-cyclobutanol
There total 5 articles about (+)-(5S)-1-[5-(tert-butyldimethylsilyloxy)-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydropyridin-2-yl]-cyclobutanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(+)-(3S)-3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-6-trimethylstannyl-1,2,3,4-tetrahydropyridine;
With
methyllithium; magnesium bromide;
In
diethyl ether;
cyclobutanone;
In
diethyl ether;
at -100 ℃;
Further stages.;
DOI:10.1021/ol0160708
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 90 percent / imidazole / dimethylformamide / 13 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
2.2: 75 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C
3.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / -78 °C
3.2: 76 percent / tetrahydrofuran; toluene / -78 - 20 °C
With
1H-imidazole; n-butyllithium; potassium hexamethylsilazane;
In
tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo0493572
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
1.2: 75 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C
2.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / -78 °C
2.2: 76 percent / tetrahydrofuran; toluene / -78 - 20 °C
With
n-butyllithium; potassium hexamethylsilazane;
In
tetrahydrofuran; hexane; toluene;
DOI:10.1021/jo0493572
