Technology Process of (2R,3R,4S,5S)-3,4,5-tetrahydro-6-oxo-1-(toluene-4-sulfonyl)-piperidine-2-carboxylic acid
There total 14 articles about (2R,3R,4S,5S)-3,4,5-tetrahydro-6-oxo-1-(toluene-4-sulfonyl)-piperidine-2-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 2.57 g / triethylamine / CH2Cl2 / 3 h / 0 - 20 °C
2.1: 92 percent / m-chloroperbenzoic acide / CH2Cl2 / 4 h / 20 °C
3.1: 94 percent / BF3*Et2O; molecular sieves 4 Angstroem / tetrahydrofuran / 3 h / 0 °C
4.1: 89 percent / CeCl3*7H2O; NaBH4 / methanol / 0.67 h / -30 °C
5.1: sodium hydride / tetrahydrofuran / 0.5 h
5.2: 91 percent / Bu4NI / tetrahydrofuran / 2 h
6.1: 93 percent / 4 Angstroem molecular sieves; m-chloroperbenzoic acid; BF3*Et2O / CH2Cl2 / 2 h / 20 °C
7.1: 96 percent / 4-methylmorpholine N-oxide; OsO4 / 2-methyl-propan-2-ol; acetone / 6 h
8.1: 90 percent / p-TsOH / acetone / 5 h
9.1: 92 percent / TBAF / tetrahydrofuran / 2 h
10.1: 85 percent / NaIO4; RuCl3 / H2O; CCl4; acetonitrile / 2 h
11.1: 80 percent / hydrogen / 10 percent Pd/C / methanol / 4 h / 750.06 Torr
With
ruthenium trichloride; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; cerium(III) chloride; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4020(02)00674-9
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: 80 percent / diphenylphosphorazide; DBU / toluene / 10 h
2.1: hydrogen / 10 percent Pd/C / ethyl acetate / 0.67 h / 750.06 Torr
3.1: 2.57 g / triethylamine / CH2Cl2 / 3 h / 0 - 20 °C
4.1: 92 percent / m-chloroperbenzoic acide / CH2Cl2 / 4 h / 20 °C
5.1: 94 percent / BF3*Et2O; molecular sieves 4 Angstroem / tetrahydrofuran / 3 h / 0 °C
6.1: 89 percent / CeCl3*7H2O; NaBH4 / methanol / 0.67 h / -30 °C
7.1: sodium hydride / tetrahydrofuran / 0.5 h
7.2: 91 percent / Bu4NI / tetrahydrofuran / 2 h
8.1: 93 percent / 4 Angstroem molecular sieves; m-chloroperbenzoic acid; BF3*Et2O / CH2Cl2 / 2 h / 20 °C
9.1: 96 percent / 4-methylmorpholine N-oxide; OsO4 / 2-methyl-propan-2-ol; acetone / 6 h
10.1: 90 percent / p-TsOH / acetone / 5 h
11.1: 92 percent / TBAF / tetrahydrofuran / 2 h
12.1: 85 percent / NaIO4; RuCl3 / H2O; CCl4; acetonitrile / 2 h
13.1: 80 percent / hydrogen / 10 percent Pd/C / methanol / 4 h / 750.06 Torr
With
ruthenium trichloride; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; cerium(III) chloride; 4 A molecular sieve; diphenyl phosphoryl azide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; ethyl acetate; acetone; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4020(02)00674-9
![(3aS,6R,7R,7aS)-7-benzyloxy-2,2-dimethyl-4-oxo-5-(toluene-4-sulfonyl)-hexahydro[1,3]dioxolo[4,5-c]-pyridine-6-carboxylic acid](/Databaselist/images/loading.webp)
