benzyl (3S)-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate

Base Information

Chemical Name:benzyl (3S)-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate
CAS No.:478646-37-6
Molecular Formula:C₁₉H₂₅N₃O₅
Molecular Weight:375.425
Hs Code.:

Synonyms:benzyl (3S)-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate

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Chemical Property of benzyl (3S)-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate

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Technology Process of benzyl (3S)-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate

There total 5 articles about benzyl (3S)-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate 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: 63.0%

: 110-91-8,99108-56-2
morpholine

: 217969-71-6
(2S)-2-((3S)-3-{[(benzyloxy)carbonyl]amino}-2-oxopyrrolidin-1-yl)propanoic acid

: 478646-37-6
benzyl (3S)-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 2.5h;
DOI:10.1021/jm060870c

Reference yield:

: 478647-39-1
tert-butyl (2S)-2-((3S)-3-{[(benzyloxy)carbonyl]amino}-2-oxopyrrolidin-1-yl)propanoate

: 478646-37-6
benzyl (3S)-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: 99.9 percent / TFA / CH₂Cl₂ / 4 h / 20 °C

2: 63 percent / O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*BF₄; N,N-diisopropylethylamine / dimethylformamide / 2.5 h

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm060870c

Reference yield:

: 478647-31-3
tert-butyl N-[(benzyloxy)carbonyl]-L-methionyl-L-alaninate

: 478646-37-6
benzyl (3S)-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: MeI / acetone / 72 h / 20 °C

1.2: 28 percent / Dowex resin (hydroxide form) / acetonitrile / 18 h / 20 °C

2.1: 99.9 percent / TFA / CH₂Cl₂ / 4 h / 20 °C

3.1: 63 percent / O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*BF₄; N,N-diisopropylethylamine / dimethylformamide / 2.5 h

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; methyl iodide; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm060870c