2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 4-methylbenzenesulfonate

Base Information

Chemical Name:2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 4-methylbenzenesulfonate
CAS No.:1266335-55-0
Molecular Formula:C₂₁H₂₆ClN₃O₃S
Molecular Weight:435.975
Hs Code.:

Synonyms:2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 4-methylbenzenesulfonate

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Chemical Property of 2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 4-methylbenzenesulfonate

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Technology Process of 2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 4-methylbenzenesulfonate

There total 18 articles about 2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 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:

: 1192064-25-7
2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanol

: 98-59-9
p-toluenesulfonyl chloride

: 1266335-55-0
2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 4-methylbenzenesulfonate

Guidance literature:: With triethylamine; dmap; In dichloromethane; for 1.5h; Inert atmosphere;

Reference yield:

: 1192063-78-7
tert-butyl 4-[(4R)-5-(benzyloxy)-4-hydroxypent-1-yn-1-yl]piperidine-1-carboxylate

: 1266335-55-0
2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 8 steps

1.1: hydrogen; quinoline / Lindlar catalyst / ethyl acetate / 0.67 h

2.1: diethylzinc / dichloromethane; diethyl ether / -20 °C / Inert atmosphere

2.2: 0.17 h / -20 °C / Inert atmosphere

2.3: 24 h / -20 - 0 °C / Inert atmosphere

3.1: hydrogen / 20 % Pd(OH)2/C / ethyl acetate; ethanol / 0.5 h / 2585.81 Torr

4.1: sodium periodate / dichloromethane; water / 0 °C

5.1: ethanol; sodium tetrahydroborate / 0.5 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 0 °C

7.1: caesium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C

8.1: triethylamine / dmap / dichloromethane / 1.5 h / Inert atmosphere

With quinoline; sodium tetrahydroborate; sodium periodate; ethanol; hydrogen; diethylzinc; caesium carbonate; triethylamine; trifluoroacetic acid; dmap; 20 % Pd(OH)2/C; In diethyl ether; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; 2.1: Charette cyclopropanation;

Reference yield:

: 1266335-37-8
tert-butyl 4-[(1R,2S)-2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate

: 1266335-55-0
2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 0 °C

2: caesium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C

3: triethylamine / dmap / dichloromethane / 1.5 h / Inert atmosphere

With caesium carbonate; triethylamine; trifluoroacetic acid; dmap; In dichloromethane; N,N-dimethyl-formamide;