Technology Process of (2R,3S,4R)-1-Benzyl-3,4-bis-benzyloxy-2-((S)-1-benzyloxy-but-3-enyl)-pyrrolidine
There total 30 articles about (2R,3S,4R)-1-Benzyl-3,4-bis-benzyloxy-2-((S)-1-benzyloxy-but-3-enyl)-pyrrolidine 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:
-
Multi-step reaction with 10 steps
1: OsO4
2: p-TsOH / acetone
3: H2 / Pd black / methanol
4: borane, dimethylsulfide / tetrahydrofuran
5: N,N-diethylaniline
6: 10 percent HCl / methanol / 40 °C
7: NaH / tetrahydrofuran; dimethylformamide
8: 10 percent HCl / methanol / 70 °C
9: 2.) copper(I) iodide / 2.) THF, dimethylsulfide
10: NaH / tetrahydrofuran; dimethylformamide
With
hydrogenchloride; copper(l) iodide; dimethylsulfide; borane; hydrogen; sodium hydride; toluene-4-sulfonic acid; N,N-diethylaniline;
osmium(VIII) oxide; palladium;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.35.2140
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 52 percent / OsO4, N-methylmorpholine N-oxide / H2O; acetone
2: p-TsOH / acetone
3: 1.) LiAlH4; 2.) pyridine; 3.) NaN3 / 1.) THF; 3.) DMF, 130 deg C
4: 65 percent / H2 / Pd black / ethanol
5: K2CO3 / ethanol
6: cc. HCl / methanol
7: N,N-diethylaniline
8: 10 percent HCl / methanol / 40 °C
9: NaH / tetrahydrofuran; dimethylformamide
10: 10 percent HCl / methanol / 70 °C
11: 2.) copper(I) iodide / 2.) THF, dimethylsulfide
12: NaH / tetrahydrofuran; dimethylformamide
With
pyridine; hydrogenchloride; copper(l) iodide; lithium aluminium tetrahydride; sodium azide; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; N,N-diethylaniline;
osmium(VIII) oxide; palladium; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.35.2140
- Guidance literature:
-
Multi-step reaction with 11 steps
1: p-TsOH / acetone
2: 1.) LiAlH4; 2.) pyridine; 3.) NaN3 / 1.) THF; 3.) DMF, 130 deg C
3: 65 percent / H2 / Pd black / ethanol
4: K2CO3 / ethanol
5: cc. HCl / methanol
6: N,N-diethylaniline
7: 10 percent HCl / methanol / 40 °C
8: NaH / tetrahydrofuran; dimethylformamide
9: 10 percent HCl / methanol / 70 °C
10: 2.) copper(I) iodide / 2.) THF, dimethylsulfide
11: NaH / tetrahydrofuran; dimethylformamide
With
pyridine; hydrogenchloride; copper(l) iodide; lithium aluminium tetrahydride; sodium azide; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; N,N-diethylaniline;
palladium;
In
tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.35.2140
