Technology Process of Pyrrolidine,
2-(3-butenyl)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)
sulfonyl]-, (2R,4R)-
There total 10 articles about Pyrrolidine,
2-(3-butenyl)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)
sulfonyl]-, (2R,4R)- which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
methyl-triphenylphosphonium iodide;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 1h;
3-[(2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionaldehyde;
In
tetrahydrofuran; hexane;
at -30 ℃;
for 8h;
DOI:10.1016/j.tetlet.2005.09.024
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 2.93 g / triethylamine / CH2Cl2 / 10 h / 20 °C
2.1: 3.93 g / imidazole / dimethylformamide / 2 h / 20 °C
3.1: 3.47 g / NaBH4; LiCl; MeOH / 12 h / 20 °C
4.1: 950 mg / oxalyl chloride; triethylamine; DMSO / CH2Cl2 / -78 - 20 °C
5.1: 1.06 g / CH2Cl2 / 5 h / 20 °C
6.1: 99 percent / H2 / Pd/C / methanol / 10 h / 20 °C
7.1: 94 percent / LiAlH4 / tetrahydrofuran / 3 h / 20 °C
8.1: 88 percent / pyridinium chlorochromate; Celite / CH2Cl2 / 15 h / 20 °C
9.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
9.2: 85 percent / tetrahydrofuran; hexane / 8 h / -30 °C
With
1H-imidazole; methanol; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; Celite; hydrogen; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; lithium chloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
4.1: Swern oxidation / 5.1: Wittig olefination / 9.2: Wittig olefination;
DOI:10.1016/j.tetlet.2005.09.024
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 99 percent / H2 / Pd/C / methanol / 10 h / 20 °C
2.1: 94 percent / LiAlH4 / tetrahydrofuran / 3 h / 20 °C
3.1: 88 percent / pyridinium chlorochromate; Celite / CH2Cl2 / 15 h / 20 °C
4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
4.2: 85 percent / tetrahydrofuran; hexane / 8 h / -30 °C
With
lithium aluminium tetrahydride; n-butyllithium; Celite; hydrogen; pyridinium chlorochromate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane;
4.2: Wittig olefination;
DOI:10.1016/j.tetlet.2005.09.024
![3-[(2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionaldehyde](/Databaselist/images/loading.webp)
