(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide

Base Information

Chemical Name:(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide
CAS No.:1312350-29-0
Molecular Formula:C₂₇H₃₆BrN₃O₃
Molecular Weight:530.505
Hs Code.:

Synonyms:(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide

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Chemical Property of (3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide

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Technology Process of (3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide

There total 32 articles about (3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide 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:

: 1312350-26-7
tert-butyl (3R,4S)-3-{[[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl](cyclopropyl)amino]carbonyl}-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)piperidine-1-carboxylate

: 1312350-29-0
(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide

Guidance literature:: DOI:10.1016/j.bmcl.2011.05.013

Reference yield:

: 1194488-90-8
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

: 1312350-29-0
(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / propan-1-ol; water / 14 h / 8 °C

2: methanol; magnesium / 2 h / Sonication

3: sodium ethanolate / ethanol / 16 h / 80 °C

4: sodium iodide / acetonitrile / 72 h / 45 °C

5: chiral AD column / ethanol; hexane; isopropyl alcohol / Resolution of racemate

6: water; lithium hydroxide / tetrahydrofuran; methanol / 16 h

7: HATU / N,N-dimethyl-formamide

With methanol; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water; sodium ethanolate; sodium carbonate; magnesium; HATU; sodium iodide; lithium hydroxide; In tetrahydrofuran; methanol; propan-1-ol; ethanol; hexane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 1: Suzuki coupling;
DOI:10.1016/j.bmcl.2011.05.013

Reference yield:

: 1229244-21-6
1-tert-butyl 3-ethyl 2'-methoxy-5,6-dihydro-4,4'-bipyridine-1,3(2H)-dicarboxylate

: 1312350-29-0
(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: methanol; magnesium / 2 h / Sonication

2: sodium ethanolate / ethanol / 16 h / 80 °C

3: sodium iodide / acetonitrile / 72 h / 45 °C

4: chiral AD column / ethanol; hexane; isopropyl alcohol / Resolution of racemate

5: water; lithium hydroxide / tetrahydrofuran; methanol / 16 h

6: HATU / N,N-dimethyl-formamide

With methanol; water; sodium ethanolate; magnesium; HATU; sodium iodide; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; hexane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1016/j.bmcl.2011.05.013