(3-ethyl-3,4,5,6-tetrahydropyridin-3-yl)methyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(3-ethyl-3,4,5,6-tetrahydropyridin-3-yl)methyl 4-methylbenzenesulfonate
CAS No.:1320327-62-5
Molecular Formula:C₁₅H₂₁NO₃S
Molecular Weight:295.403
Hs Code.:

Synonyms:(3-ethyl-3,4,5,6-tetrahydropyridin-3-yl)methyl 4-methylbenzenesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3-ethyl-3,4,5,6-tetrahydropyridin-3-yl)methyl 4-methylbenzenesulfonate

Chemical Property:

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Technology Process of (3-ethyl-3,4,5,6-tetrahydropyridin-3-yl)methyl 4-methylbenzenesulfonate

There total 15 articles about (3-ethyl-3,4,5,6-tetrahydropyridin-3-yl)methyl 4-methylbenzenesulfonate 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: 90.0%

: 1320327-61-4
(3R)-tert-butyl 3-ethyl-2-hydroxy-3-(tosyloxymethyl)piperidine-1-carboxylate

: 1320327-62-5
(3-ethyl-3,4,5,6-tetrahydropyridin-3-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h; optical yield given as %ee;
DOI:10.1021/ol201892j

Reference yield:

: 100044-95-9
(S)-(2-chloropyridin-3-yl)(2-(hydroxymethyl)pyrrolidin-1-yl)nicotinamide

: 1320327-62-5
(3-ethyl-3,4,5,6-tetrahydropyridin-3-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 12 steps

1: sodium hydride / tetrahydrofuran / 16 h / Reflux

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

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

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

5: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; tert-butyl alcohol / 4 h / 25 °C

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

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

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

9: pyridine / 20 °C / Cooling with ice

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

11: diisobutylaluminium hydride / tetrahydrofuran; toluene / 4 h / -78 °C

12: trifluoroacetic acid / dichloromethane / 4 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; sodium hydride; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; tert-butyl alcohol; isoprene; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; toluene; tert-butyl alcohol; 2: Birch reduction;
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

: 1320327-62-5
(3-ethyl-3,4,5,6-tetrahydropyridin-3-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 9 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

8: diisobutylaluminium hydride / tetrahydrofuran; toluene / 4 h / -78 °C

9: trifluoroacetic acid / dichloromethane / 4 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; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1021/ol201892j