(2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide

Base Information

• Chemical Name: (2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide
• CAS No.: 474974-00-0
• Molecular Formula: C₂₄H₃₃N₃O₅
• Molecular Weight: 443.543

Synonyms:(2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide

Chemical Property of (2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide

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Technology Process of (2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide

There total 1 articles about (2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide 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: 36.0%

L-phenylalanine methylamide (35373-92-3) + (2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid → (2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide (474974-00-0) + (2S,3R)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide

Guidance literature:

(2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper dichloride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

L-phenylalanine methylamide; In N,N-dimethyl-formamide; at 20 ℃; for 15h; Further stages.;

DOI:10.1021/ol026331t

Reference yield: 84.0%

O-2-tetrahydro-2H-pyranhydroxylamine (6723-30-4) + (2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide (474974-00-0) → 2-allyl-3-isobutyl-N4-(1-methylcarbamoyl-2-phenyl-ethyl)-N1-(tetrahydro-pyran-2-yloxy)-succinamide (474974-03-3)

Guidance literature:

With samarium(III) trifluoromethanesulfonate; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/ol026331t

Reference yield: 68.0%

N-benzyloxyamine (622-33-3) + (2R,3S)-2-Isobutyl-3-(2-oxo-oxazolidine-3-carbonyl)-hex-5-enoic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide (474974-00-0) → 3(S)-(N-benzyloxycarbamoyl)-2(R)-isobutylhex-5-enoyl-L-phenylalanine-N-methylamide

Guidance literature:

With samarium(III) trifluoromethanesulfonate; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ol026331t

upstream raw materials:

L-phenylalanine methylamide

Downstream raw materials:

2-allyl-3-isobutyl-N⁴-(1-methylcarbamoyl-2-phenyl-ethyl)-N¹-(tetrahydro-pyran-2-yloxy)-succinamide

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