Technology Process of (S)-4-((2R,3S,4R)-1-Benzyl-3,4-bis-benzyloxy-pyrrolidin-2-yl)-4-benzyloxy-butan-1-ol
There total 30 articles about (S)-4-((2R,3S,4R)-1-Benzyl-3,4-bis-benzyloxy-pyrrolidin-2-yl)-4-benzyloxy-butan-1-ol 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 11 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
11: 1.) BH3; 2.) 30 percent H2O2, 12 percent NaOH / 1.) THF
With
hydrogenchloride; sodium hydroxide; copper(l) iodide; dimethylsulfide; borane; hydrogen; dihydrogen peroxide; 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 9 steps
1: H2 / Pd black / methanol
2: borane, dimethylsulfide / tetrahydrofuran
3: N,N-diethylaniline
4: 10 percent HCl / methanol / 40 °C
5: NaH / tetrahydrofuran; dimethylformamide
6: 10 percent HCl / methanol / 70 °C
7: 2.) copper(I) iodide / 2.) THF, dimethylsulfide
8: NaH / tetrahydrofuran; dimethylformamide
9: 1.) BH3; 2.) 30 percent H2O2, 12 percent NaOH / 1.) THF
With
hydrogenchloride; sodium hydroxide; copper(l) iodide; dimethylsulfide; borane; hydrogen; dihydrogen peroxide; sodium hydride; N,N-diethylaniline;
palladium;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.35.2140
- Guidance literature:
-
Multi-step reaction with 13 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
13: 1.) BH3; 2.) 30 percent H2O2, 12 percent NaOH / 1.) THF
With
pyridine; hydrogenchloride; sodium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; sodium azide; borane; hydrogen; dihydrogen peroxide; 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
