(4S,5R)-3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic acid

Base Information

• Chemical Name: (4S,5R)-3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic acid
• CAS No.: 171563-06-7
• Molecular Formula: C₇H₉NO₅
• Molecular Weight: 187.152
• Mol file: 171563-06-7.mol

Synonyms:(4S,5R)-3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic acid

Chemical Property of (4S,5R)-3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic acid

There total 2 articles about (4S,5R)-3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic 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: 100.0%

3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic acid benzyl ester (171563-22-7) → (4S,5R)-3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic acid (171563-06-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 1h; under 2280 Torr;

DOI:10.1039/b501017a

Reference yield:

benzyl (4S,5R)-5-methyl-2-oxo-1,3-oxazolidine-4-carboxylate (171563-10-3) → (4S,5R)-3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic acid (171563-06-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / DMAP; DIEA / dimethylformamide / 20 h / 16 °C

2: 100 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C / 2280 Torr

With dmap; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/b501017a

Reference yield: 100.0%

L-alanine benzyl ester trifluoroacetate salt + (4S,5R)-3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic acid (171563-06-7) → (S)-2-[((4S,5R)-3-Acetyl-5-methyl-2-oxo-oxazolidine-4-carbonyl)-amino]-propionic acid benzyl ester

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In acetonitrile; at 20 ℃; for 0.666667h;

DOI:10.1039/b501017a

upstream raw materials:

3-acetyl-5-methyl-2-oxo-oxazolidine-4-carboxylic acid benzyl ester

benzyl (4S,5R)-5-methyl-2-oxo-1,3-oxazolidine-4-carboxylate

Downstream raw materials:

(4S,5R)-3-Acetyl-5-methyl-2-oxo-oxazolidine-4-carbonyl chloride