(R)-tert-butyl 3-ethyl-2-oxo-3-(tosyloxymethyl)piperidine-1-carboxylate

Base Information

Chemical Name:(R)-tert-butyl 3-ethyl-2-oxo-3-(tosyloxymethyl)piperidine-1-carboxylate
CAS No.:1320327-60-3
Molecular Formula:C₂₀H₂₉NO₆S
Molecular Weight:411.519
Hs Code.:

Synonyms:(R)-tert-butyl 3-ethyl-2-oxo-3-(tosyloxymethyl)piperidine-1-carboxylate

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Chemical Property of (R)-tert-butyl 3-ethyl-2-oxo-3-(tosyloxymethyl)piperidine-1-carboxylate

Chemical Property:

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Technology Process of (R)-tert-butyl 3-ethyl-2-oxo-3-(tosyloxymethyl)piperidine-1-carboxylate

There total 13 articles about (R)-tert-butyl 3-ethyl-2-oxo-3-(tosyloxymethyl)piperidine-1-carboxylate 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:

Reference yield: 95.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1320327-58-9
(R)-(3-ethyl-2-oxopiperidin-3-yl)methyl 4-methylbenzenesulfonate

: 1320327-60-3
(R)-tert-butyl 3-ethyl-2-oxo-3-(tosyloxymethyl)piperidine-1-carboxylate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ol201892j

Reference yield:

: 1320327-43-2
(4aS,9aS)-4a-allyl-4a,7,8,9,9a,10-hexahydropyrido [3,2-f] pyrrolo [2, 1-c][1,4]oxazepin-5(2H)-one

: 1320327-60-3
(R)-tert-butyl 3-ethyl-2-oxo-3-(tosyloxymethyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: sulfuric acid / methanol / 75 h / 20 °C

2: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; tert-butyl alcohol / 4 h / 25 °C

3: boron trifluoride diethyl etherate / dichloromethane / 12 h / Reflux

4: hydrogen / ethanol / 7 h / 760.05 Torr / Reflux

5: sodium tetrahydroborate; cerium(III) chloride heptahydrate / ethanol / 48 h / 20 °C

6: pyridine / 20 °C / Cooling with ice

7: dmap; triethylamine / dichloromethane / 12 h / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; cerium(III) chloride heptahydrate; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; triethylamine; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ol201892j

Reference yield:

: 100044-96-0
1,2,3,10,11,11a(S)-hexahydro-5H-pyrrolo<2,1-c>pyrido<3,2-f><1,4>oxazepin-5-one

: 1320327-60-3
(R)-tert-butyl 3-ethyl-2-oxo-3-(tosyloxymethyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: ammonia; sodium; tert-butyl alcohol / tetrahydrofuran / 0.83 h / -78 °C

2: isoprene / tetrahydrofuran / 3 h / -78 °C

3: sulfuric acid / methanol / 75 h / 20 °C

4: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; tert-butyl alcohol / 4 h / 25 °C

5: boron trifluoride diethyl etherate / dichloromethane / 12 h / Reflux

6: hydrogen / ethanol / 7 h / 760.05 Torr / Reflux

7: sodium tetrahydroborate; cerium(III) chloride heptahydrate / ethanol / 48 h / 20 °C

8: pyridine / 20 °C / Cooling with ice

9: dmap; triethylamine / dichloromethane / 12 h / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; cerium(III) chloride heptahydrate; sulfuric acid; boron trifluoride diethyl etherate; ammonia; hydrogen; sodium; triethylamine; tert-butyl alcohol; isoprene; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; tert-butyl alcohol; 1: Birch reduction;
DOI:10.1021/ol201892j