Technology Process of 1-Pyrrolidinecarboxylic acid,
3-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-[[[4-methoxy-3-(3-meth
oxypropoxy)benzoyl](1-methylethyl)amino]methyl]-, 1,1-dimethylethyl
ester, (3S,4R)-
There total 10 articles about 1-Pyrrolidinecarboxylic acid,
3-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-[[[4-methoxy-3-(3-meth
oxypropoxy)benzoyl](1-methylethyl)amino]methyl]-, 1,1-dimethylethyl
ester, (3S,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:
-
4-methoxy-3-(3-methoxy-propoxy)benzoic acid; (3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-4-(isopropylamino-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester;
With
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine;
In
dichloromethane;
for 3h;
Heating / reflux;
With
sodium hydrogencarbonate;
In
dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrogen / palladium 10% on activated carbon / ethanol
2.1: lithium borohydride / tetrahydrofuran / 20 °C
3.1: Resolution of racemate
4.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 °C
4.2: 2 h / 0 - 20 °C
5.1: Dess-Martin periodane / dichloromethane; water
6.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 5.42 h
7.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 3 h / Heating / reflux
With
lithium borohydride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium tris(acetoxy)borohydride; sodium hydride; Dess-Martin periodane; triethylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrogen / palladium 10% on activated carbon / ethanol
2.1: lithium borohydride / tetrahydrofuran / 20 °C
3.1: Resolution of racemate
4.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 °C
4.2: 2 h / 0 - 20 °C
5.1: Dess-Martin periodane / dichloromethane; water
6.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 5.42 h
7.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 3 h / Heating / reflux
With
lithium borohydride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium tris(acetoxy)borohydride; sodium hydride; Dess-Martin periodane; triethylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane;
