(R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester

Base Information

• Chemical Name: (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester
• CAS No.: 161725-15-1
• Molecular Formula: C₂₇H₃₃NO₅
• Molecular Weight: 451.563

Synonyms:(R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester

Chemical Property of (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester

Chemical Property:

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Technology Process of (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester

There total 3 articles about (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester 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:

bromoacetic acid tert-butyl ester (5292-43-3) + (4S)-4-benzyl-3-(5-phenylpentanoyl)-1,3-oxazolidin-2-one (161725-13-9) → (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester (161725-15-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/jm970404a

Reference yield:

(S)-4-Benzyl-2-oxazolidinone (90719-32-7) → (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester (161725-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, from -78 deg C to RT

2: LDA / tetrahydrofuran; hexane / -78 - 20 °C

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/jm970404a

Reference yield:

5-phenylvaleric acid chloride (20371-41-9) → (R)-3-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-6-phenyl-hexanoic acid tert-butyl ester (161725-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, from -78 deg C to RT

2: LDA / tetrahydrofuran; hexane / -78 - 20 °C

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/jm970404a

upstream raw materials:

bromoacetic acid tert-butyl ester

(4S)-4-benzyl-3-(5-phenylpentanoyl)-1,3-oxazolidin-2-one

(S)-4-Benzyl-2-oxazolidinone

5-phenylvaleric acid chloride

Downstream raw materials:

N⁴-benzyloxy-N¹-(methylcarbamoyl-phenyl-methyl)-2-(3-phenyl-propyl)-succinamide

N⁴-benzyloxy-N¹-(2,2-dimethyl-1-methylcarbamoyl-propyl)-2-(3-phenyl-propyl)-succinamide

(R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-6-phenyl-hexanoic acid tert-butyl ester

(R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-6-phenyl-hexanoic acid

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