Technology Process of (2R,3S)-3-Hydroxy-2-(3-phenylsulfanyl-propyl)-piperidine-1-carboxylic acid benzyl ester
There total 15 articles about (2R,3S)-3-Hydroxy-2-(3-phenylsulfanyl-propyl)-piperidine-1-carboxylic acid benzyl ester 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 14 steps
1: H2 / PtO2
2: Et3N
3: NaN3 / dimethylformamide / Heating
4: LiAlH4 / tetrahydrofuran
5: K2CO3
6: 90 percent / NaH / dimethylformamide
7: TBAF / tetrahydrofuran
8: Et3N
9: LiI / tetrahydrofuran
10: Zn; AcOH / ethanol
11: 94 percent / NaBH4 / ethanol
12: bis(tricyclohexylphosphine)benzylideneruthenium(IV)dichlorid
13: H2 / PtO2
14: Bu3P; Py
With
pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; Grubbs catalyst first generation; sodium azide; tributylphosphine; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; acetic acid; triethylamine; lithium iodide; zinc;
platinum(IV) oxide;
In
tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
1: Catalytic hydrogenation / 2: Substitution / 3: Substitution / 4: Reduction / 5: Substitution / 6: Substitution / 7: desilylation / 8: Substitution / 9: Substitution / 10: Reduction / 11: Reduction / 12: Cyclization / 13: Catalytic hydrogenation / 14: Substitution;
DOI:10.1021/ol006384f
- Guidance literature:
-
Multi-step reaction with 15 steps
1: 90 percent / NaBH4; CeCl3 / methanol / 0 °C
2: H2 / PtO2
3: Et3N
4: NaN3 / dimethylformamide / Heating
5: LiAlH4 / tetrahydrofuran
6: K2CO3
7: 90 percent / NaH / dimethylformamide
8: TBAF / tetrahydrofuran
9: Et3N
10: LiI / tetrahydrofuran
11: Zn; AcOH / ethanol
12: 94 percent / NaBH4 / ethanol
13: bis(tricyclohexylphosphine)benzylideneruthenium(IV)dichlorid
14: H2 / PtO2
15: Bu3P; Py
With
pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; Grubbs catalyst first generation; sodium azide; cerium(III) chloride; tributylphosphine; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; acetic acid; triethylamine; lithium iodide; zinc;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;
1: Reduction / 2: Catalytic hydrogenation / 3: Substitution / 4: Substitution / 5: Reduction / 6: Substitution / 7: Substitution / 8: desilylation / 9: Substitution / 10: Substitution / 11: Reduction / 12: Reduction / 13: Cyclization / 14: Catalytic hydrogenation / 15: Substitution;
DOI:10.1021/ol006384f
- Guidance literature:
-
Multi-step reaction with 13 steps
1: Et3N
2: NaN3 / dimethylformamide / Heating
3: LiAlH4 / tetrahydrofuran
4: K2CO3
5: 90 percent / NaH / dimethylformamide
6: TBAF / tetrahydrofuran
7: Et3N
8: LiI / tetrahydrofuran
9: Zn; AcOH / ethanol
10: 94 percent / NaBH4 / ethanol
11: bis(tricyclohexylphosphine)benzylideneruthenium(IV)dichlorid
12: H2 / PtO2
13: Bu3P; Py
With
pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; Grubbs catalyst first generation; sodium azide; tributylphosphine; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; acetic acid; triethylamine; lithium iodide; zinc;
platinum(IV) oxide;
In
tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
1: Substitution / 2: Substitution / 3: Reduction / 4: Substitution / 5: Substitution / 6: desilylation / 7: Substitution / 8: Substitution / 9: Reduction / 10: Reduction / 11: Cyclization / 12: Catalytic hydrogenation / 13: Substitution;
DOI:10.1021/ol006384f
![(1R,2S,5S,7R)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-en-2-ol](/Databaselist/images/loading.webp)
