(4R,5S)-3-{(2S)-2-[(2S)-1-benzyloxycarbonylpyrrolidin-2-yl]propionyl}-4-methyl-5-phenyl-2-oxazolidinone

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Chemical Name:(4R,5S)-3-{(2S)-2-[(2S)-1-benzyloxycarbonylpyrrolidin-2-yl]propionyl}-4-methyl-5-phenyl-2-oxazolidinone
CAS No.:321851-63-2
Molecular Formula:C₂₅H₂₈N₂O₅
Molecular Weight:436.508
Hs Code.:

Synonyms:(4R,5S)-3-{(2S)-2-[(2S)-1-benzyloxycarbonylpyrrolidin-2-yl]propionyl}-4-methyl-5-phenyl-2-oxazolidinone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5S)-3-{(2S)-2-[(2S)-1-benzyloxycarbonylpyrrolidin-2-yl]propionyl}-4-methyl-5-phenyl-2-oxazolidinone

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (4R,5S)-3-{(2S)-2-[(2S)-1-benzyloxycarbonylpyrrolidin-2-yl]propionyl}-4-methyl-5-phenyl-2-oxazolidinone

There total 3 articles about (4R,5S)-3-{(2S)-2-[(2S)-1-benzyloxycarbonylpyrrolidin-2-yl]propionyl}-4-methyl-5-phenyl-2-oxazolidinone 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: 88.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: (4R,5S)-3-[(2S)-2-{(2S)-1-[2-acetoxyphenylacetoxy]pyrrolidin-2-yl}propionyl]-4-methyl-5-phenyl-2-oxazolidinone

: 321851-63-2
(4R,5S)-3-{(2S)-2-[(2S)-1-benzyloxycarbonylpyrrolidin-2-yl]propionyl}-4-methyl-5-phenyl-2-oxazolidinone

Guidance literature:: (4R,5S)-3-[(2S)-2-{(2S)-1-[2-acetoxyphenylacetoxy]pyrrolidin-2-yl}propionyl]-4-methyl-5-phenyl-2-oxazolidinone; With hydrogenchloride; zinc; In methanol; water; at 60 ℃; for 0.5h;

benzyl chloroformate; With potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 2h; pH=8;
DOI:10.1246/bcsj.73.2423

Reference yield:

: C₁₇H₂₂N₂O₃

: 501-53-1,94274-21-2
benzyl chloroformate

: 321851-63-2
(4R,5S)-3-{(2S)-2-[(2S)-1-benzyloxycarbonylpyrrolidin-2-yl]propionyl}-4-methyl-5-phenyl-2-oxazolidinone

Guidance literature:: With potassium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 2h; pH=8;
DOI:10.1021/ol9905755

Reference yield:

: (4R,5S)-3-[(2S)-2-{(2S)-1-[2-acetoxyphenylacetoxy]pyrrolidin-2-yl}propionyl]-4-methyl-5-phenyl-2-oxazolidinone

: 321851-63-2
(4R,5S)-3-{(2S)-2-[(2S)-1-benzyloxycarbonylpyrrolidin-2-yl]propionyl}-4-methyl-5-phenyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 steps

1: Zn; aq. HCl / methanol / 0.5 h / 60 °C

2: 3.40 g / KHCO₃ / tetrahydrofuran; H₂O / 2 h / 20 °C / pH 8

With hydrogenchloride; potassium hydrogencarbonate; zinc; In tetrahydrofuran; methanol; water;
DOI:10.1021/ol9905755