(4S,5R)-5-Methyl-3-((4S,5R)-5-methyl-2-oxo-oxazolidine-4-carbonyl)-2-oxo-oxazolidine-4-carboxylic acid benzyl ester

Base Information

• Chemical Name: (4S,5R)-5-Methyl-3-((4S,5R)-5-methyl-2-oxo-oxazolidine-4-carbonyl)-2-oxo-oxazolidine-4-carboxylic acid benzyl ester
• CAS No.: 329327-42-6
• Molecular Formula: C₁₇H₁₈N₂O₇
• Molecular Weight: 362.339
• Mol file: 329327-42-6.mol

Synonyms:(4S,5R)-5-Methyl-3-((4S,5R)-5-methyl-2-oxo-oxazolidine-4-carbonyl)-2-oxo-oxazolidine-4-carboxylic acid benzyl ester

Chemical Property of (4S,5R)-5-Methyl-3-((4S,5R)-5-methyl-2-oxo-oxazolidine-4-carbonyl)-2-oxo-oxazolidine-4-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-5-Methyl-3-((4S,5R)-5-methyl-2-oxo-oxazolidine-4-carbonyl)-2-oxo-oxazolidine-4-carboxylic acid benzyl ester

There total 7 articles about (4S,5R)-5-Methyl-3-((4S,5R)-5-methyl-2-oxo-oxazolidine-4-carbonyl)-2-oxo-oxazolidine-4-carboxylic acid benzyl 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: 95.0%

Boc-(L-Oxd)2-OBn (329327-40-4) → (4S,5R)-5-Methyl-3-((4S,5R)-5-methyl-2-oxo-oxazolidine-4-carbonyl)-2-oxo-oxazolidine-4-carboxylic acid benzyl ester (329327-42-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/jo005583+

Reference yield:

(4S,5R)-N-Boc-4-carboxybenzyl-5-methyloxazolidin-2-one (329327-37-9) → (4S,5R)-5-Methyl-3-((4S,5R)-5-methyl-2-oxo-oxazolidine-4-carbonyl)-2-oxo-oxazolidine-4-carboxylic acid benzyl ester (329327-42-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 0.24 g / H₂ / 10percent Pd/C / ethyl acetate / 1 h / 2280.15 Torr

2: 206 mg / pyridine / dimethylformamide / 0.75 h / 20 °C

3: 70 percent / iPr₂NEt; DMAP / dimethylformamide / 2 h / 20 °C

4: 95 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

With pyridine; dmap; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 10percent Pd/C; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo005583+

Reference yield:

benzyl (4S,5R)-5-methyl-2-oxo-1,3-oxazolidine-4-carboxylate (171563-10-3) → (4S,5R)-5-Methyl-3-((4S,5R)-5-methyl-2-oxo-oxazolidine-4-carbonyl)-2-oxo-oxazolidine-4-carboxylic acid benzyl ester (329327-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / iPr₂NEt; DMAP / dimethylformamide / 2 h / 20 °C

2: 95 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

With dmap; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo005583+

upstream raw materials:

Boc-(L-Oxd)2-OBn

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

benzyl N-Boc-(3R)-aminobutanoate

(4S,5R)-N-Boc-4-carboxy-5-methyloxazolidin-2-one

Downstream raw materials:

Boc-(L-Oxd)4-OBn