methyl (6S)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate

Base Information

Chemical Name:methyl (6S)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate
CAS No.:1401066-08-7
Molecular Formula:C₂₁H₂₁N₃O₅
Molecular Weight:395.415
Hs Code.:

Synonyms:methyl (6S)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate

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Chemical Property of methyl (6S)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate

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Technology Process of methyl (6S)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate

There total 6 articles about methyl (6S)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-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:

: 1401066-02-1
methyl 1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4'-imidazolidine]-3-carboxylate

: 1401066-06-5
methyl (6R)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate

: 1401066-08-7
methyl (6S)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate

Guidance literature:: With ChiralPak IC column; In ethanol; carbon dioxide; acetonitrile; Resolution of racemate;

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 1401066-06-5
methyl (6R)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate

: 1401066-08-7
methyl (6S)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 72 h / 20 °C

2.1: sodium hydride / 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; tetrahydrofuran / 0.17 h / 0 °C

2.2: 0 - 10 °C

3.1: sodium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 72 h / 80 °C / 15514.9 Torr / Inert atmosphere; Autoclave

4.1: ChiralPak^.(R). IC column / acetonitrile; ethanol; carbon dioxide / Resolution of racemate

With sodium acetate; sodium hydride; caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; ethanol; carbon dioxide; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 5-bromo-2,3-bis(chloromethyl)pyridine

: 1401066-06-5
methyl (6R)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate

: 1401066-08-7
methyl (6S)-1'-(4-methoxybenzyl)-3'-methyl-2',5'-dioxo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,4’-imidazolidine]-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; tetrahydrofuran / 0.17 h / 0 °C

1.2: 0 - 10 °C

2.1: sodium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 72 h / 80 °C / 15514.9 Torr / Inert atmosphere; Autoclave

3.1: ChiralPak^.(R). IC column / acetonitrile; ethanol; carbon dioxide / Resolution of racemate

With sodium acetate; sodium hydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; ethanol; carbon dioxide; acetonitrile;