methyl (6R)-1-benzyl-6-(4-chlorophenyl)-1,6-dihydropyridine-3-carboxylate

Base Information

Chemical Name:methyl (6R)-1-benzyl-6-(4-chlorophenyl)-1,6-dihydropyridine-3-carboxylate
CAS No.:1268249-86-0
Molecular Formula:C₂₀H₁₈ClNO₂
Molecular Weight:339.821
Hs Code.:

Synonyms:methyl (6R)-1-benzyl-6-(4-chlorophenyl)-1,6-dihydropyridine-3-carboxylate

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Chemical Property of methyl (6R)-1-benzyl-6-(4-chlorophenyl)-1,6-dihydropyridine-3-carboxylate

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Technology Process of methyl (6R)-1-benzyl-6-(4-chlorophenyl)-1,6-dihydropyridine-3-carboxylate

There total 4 articles about methyl (6R)-1-benzyl-6-(4-chlorophenyl)-1,6-dihydropyridine-3-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: 64.0%

: 1679-18-1
4-Chlorophenylboronic acid

: 6516-41-2
1-benzyl-3-(methoxycarbonyl)pyridinium bromide

: 1268249-86-0
methyl (6R)-1-benzyl-6-(4-chlorophenyl)-1,6-dihydropyridine-3-carboxylate

Guidance literature:: With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (R)-(+)-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine; sodium carbonate; In 1,4-dioxane; water; at 60 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja111540g

Reference yield:

: 1075-77-0
4-chlorocinnamaldehyde

: 14376-92-2
(E/Z)-methyl 3-(benzylamino)acrylate

: 1268249-86-0
methyl (6R)-1-benzyl-6-(4-chlorophenyl)-1,6-dihydropyridine-3-carboxylate

: methyl 1-benzyl-4-(4-chlorophenyl)-1,4-dihydropyridine-3-carboxylate

: methyl 1-benzyl-6-(4-chlorophenyl)-1,6-dihydropyridine-3-carboxylate

Guidance literature:: With (2S,3aS,7aS)-2-(diphenyl(trimethylsilyloxy)methyl)octahydro-1H-indole; benzoic acid; In dichloromethane; at 20 ℃; Overall yield = 81 percent; enantioselective reaction; Molecular sieve; Schlenk technique; Inert atmosphere;
DOI:10.1080/00397911.2020.1778034

Reference yield:

: 93-60-7
methyl 3-pyridinecarboxylate

: 1268249-86-0
methyl (6R)-1-benzyl-6-(4-chlorophenyl)-1,6-dihydropyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: isopropyl alcohol / 18 h / 20 °C / Inert atmosphere

2: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (R)-(+)-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine; sodium carbonate / 1,4-dioxane; water / 60 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (R)-(+)-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine; sodium carbonate; In 1,4-dioxane; water; isopropyl alcohol;
DOI:10.1021/ja111540g