methyl (S)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)-3-(4-(phosphonooxy)-phenyl)propanoate

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Chemical Name:methyl (S)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)-3-(4-(phosphonooxy)-phenyl)propanoate
CAS No.:1305325-76-1
Molecular Formula:C₂₅H₂₇N₂O₉P
Molecular Weight:530.471
Hs Code.:

Synonyms:methyl (S)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)-3-(4-(phosphonooxy)-phenyl)propanoate

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Chemical Property of methyl (S)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)-3-(4-(phosphonooxy)-phenyl)propanoate

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Technology Process of methyl (S)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)-3-(4-(phosphonooxy)-phenyl)propanoate

There total 8 articles about methyl (S)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)-3-(4-(phosphonooxy)-phenyl)propanoate 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: 75.0%

: methyl (S)-3-(4-(bis(benzyloxy)phosphoryloxy)-phenyl)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)-pyrrolidine-2-carboxamido)propanoate

: 1305325-76-1
methyl (S)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)-3-(4-(phosphonooxy)-phenyl)propanoate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; acetic acid; In methanol; for 2.5h; under 760.051 Torr;
DOI:10.1246/cl.2011.290

Reference yield:

: 1305325-82-9
(R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylic acid

: 1305325-76-1
methyl (S)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)-3-(4-(phosphonooxy)-phenyl)propanoate

Guidance literature:: Multi-step reaction with 6 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0.33 h

2: diphenylether / 16 h / 130 °C

3: lithium hydroxide / tetrahydrofuran; water / 5 h

4: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

5: 1H-tetrazole / tetrahydrofuran; acetonitrile / 2 h

6: palladium 10% on activated carbon; hydrogen; acetic acid / methanol / 2.5 h / 760.05 Torr

With 1H-tetrazole; palladium 10% on activated carbon; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; methanol; diphenylether; water; N,N-dimethyl-formamide; acetonitrile; 2: Wittig reaction;
DOI:10.1246/cl.2011.290

Reference yield:

: 1305325-84-1
methyl (R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylate

: 1305325-76-1
methyl (S)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)-3-(4-(phosphonooxy)-phenyl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: diphenylether / 16 h / 130 °C

2: lithium hydroxide / tetrahydrofuran; water / 5 h

3: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

4: 1H-tetrazole / tetrahydrofuran; acetonitrile / 2 h

5: palladium 10% on activated carbon; hydrogen; acetic acid / methanol / 2.5 h / 760.05 Torr

With 1H-tetrazole; palladium 10% on activated carbon; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; acetic acid; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; methanol; diphenylether; water; N,N-dimethyl-formamide; acetonitrile; 1: Wittig reaction;
DOI:10.1246/cl.2011.290