(S)-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl pentanoic acid

Base Information

• Chemical Name: (S)-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl pentanoic acid
• CAS No.: 1351987-24-0
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357
• Mol file: 1351987-24-0.mol

Synonyms:(S)-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl pentanoic acid

Chemical Property of (S)-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl pentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl pentanoic acid

There total 5 articles about (S)-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl pentanoic acid 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: 95.0%

(S)-benzyl-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl-pentanoate (1351987-23-9) → (S)-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl pentanoic acid (1351987-24-0)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; for 24h; under 760.051 Torr;

Reference yield:

isopentanoyl chloride (108-12-3) → (S)-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl pentanoic acid (1351987-24-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dmap / dichloromethane / 0.5 h / 0 - 10 °C

2.1: diisopropylamine; n-hexyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

2.2: 4 h / -78 - 20 °C

3.1: trifluoroacetic acid / dichloromethane / 20 °C

With n-hexyllithium; triethylamine; diisopropylamine; trifluoroacetic acid; dmap; In tetrahydrofuran; hexane; dichloromethane;

Reference yield:

(S)-4-Benzyl-2-oxazolidinone (90719-32-7) → (S)-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl pentanoic acid (1351987-24-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dmap / dichloromethane / 0.5 h / 0 - 10 °C

2.1: diisopropylamine; n-hexyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

2.2: 4 h / -78 - 20 °C

3.1: trifluoroacetic acid / dichloromethane / 20 °C

With n-hexyllithium; triethylamine; diisopropylamine; trifluoroacetic acid; dmap; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

(S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

(S)-4-Benzyl-2-oxazolidinone

isopentanoyl chloride

(S)-benzyl-3-((S)-4-benzyloxazolidin-2-on-3-yl)-carbonyl-4-methyl-pentanoate

Downstream raw materials:

(S)-ethyl-5-(((S)-4-benzyloxazolidin-2-on-3-yl)carbonyl)-6-methyl-3-oxoheptanoate

(S)-ethyl 5-(((S)-4-benzyl-2-oxooxazolidin-3-yl)-carbonyl)-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)-benzyl)-3-methylbutylidene)-6-methyl-3-oxoheptanoate

(5S)-ethyl-5-(((S)-4-benzyloxazolidin-2-on-3-yl)carbonyl)-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-6-methyl-3-oxoheptanoate

(S,E)-ethyl-3-acetoxy-5-(((S)-4-benzyloxazolidin-2-on-3-yl) carbonyl)-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-6-methylhept-2-enoate