methyl N-[(2-chlorophenyl)carbonyl]-4-[1-methyl-2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl]-L-phenylalaninate

Base Information

Chemical Name:methyl N-[(2-chlorophenyl)carbonyl]-4-[1-methyl-2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl]-L-phenylalaninate
CAS No.:960003-13-8
Molecular Formula:C₂₈H₃₀ClN₃O₃
Molecular Weight:492.017
Hs Code.:

Synonyms:methyl N-[(2-chlorophenyl)carbonyl]-4-[1-methyl-2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl]-L-phenylalaninate

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Chemical Property of methyl N-[(2-chlorophenyl)carbonyl]-4-[1-methyl-2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl]-L-phenylalaninate

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Technology Process of methyl N-[(2-chlorophenyl)carbonyl]-4-[1-methyl-2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl]-L-phenylalaninate

There total 5 articles about methyl N-[(2-chlorophenyl)carbonyl]-4-[1-methyl-2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl]-L-phenylalaninate 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: 28.0%

: 959993-00-1
methyl 4-[3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)propyl]-L-phenylalaninate

: 118-91-2
ortho-chlorobenzoic acid

: methyl N-[(2-chlorophenyl)carbonyl]-4-[3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)propyl]-L-phenylalaninate

: 960003-13-8
methyl N-[(2-chlorophenyl)carbonyl]-4-[1-methyl-2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl]-L-phenylalaninate

Guidance literature:: With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

: 61323-17-9
2-bromo-1,8-naphthyridine

: methyl N-[(2-chlorophenyl)carbonyl]-4-[3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)propyl]-L-phenylalaninate

: 960003-13-8
methyl N-[(2-chlorophenyl)carbonyl]-4-[1-methyl-2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl]-L-phenylalaninate

Guidance literature:: Multi-step reaction with 5 steps

1.1: cesium fluoride / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 2 h / 80 °C

2.1: N-ethyl-N,N-diisopropylamine / palladium diacetate; tris-(o-tolyl)phosphine / acetonitrile / 0.33 h / 150 °C / Microwave irradiation

3.1: hydrogen / palladium 10% on activated carbon / ethanol / 4 h / 3000.3 Torr

4.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

4.2: 0 °C

5.1: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 16 h / 20 °C

With 4-methyl-morpholine; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; cesium fluoride; trifluoroacetic acid; palladium diacetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; tris-(o-tolyl)phosphine; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Suzuki Coupling;

Reference yield:

: 959992-96-2
2-prop-2-en-1-yl-1,8-naphthyridine

: methyl N-[(2-chlorophenyl)carbonyl]-4-[3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)propyl]-L-phenylalaninate

: 960003-13-8
methyl N-[(2-chlorophenyl)carbonyl]-4-[1-methyl-2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl]-L-phenylalaninate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / palladium diacetate; tris-(o-tolyl)phosphine / acetonitrile / 0.33 h / 150 °C / Microwave irradiation

2.1: hydrogen / palladium 10% on activated carbon / ethanol / 4 h / 3000.3 Torr

3.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

3.2: 0 °C

4.1: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 16 h / 20 °C

With 4-methyl-morpholine; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium diacetate; palladium 10% on activated carbon; tris-(o-tolyl)phosphine; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;