(4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-4-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-4-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester
• CAS No.: 218902-09-1
• Molecular Formula: C₂₆H₂₈ClFN₄O₁₀
• Molecular Weight: 610.981

Synonyms:(4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-4-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property of (4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-4-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-4-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

There total 7 articles about (4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-4-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-oxo-oxazolidine-3-carboxylic 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:

2-amino-2-(3,5-dimethoxy-phenyl)-N-methyl-acetamide (1026848-12-3) + (4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-2-oxo-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester (218902-08-0) → (4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-4-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester (218902-09-1)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; Yield given;

DOI:10.1002/(SICI)1521-3773(19981016)37:19<2700::AID-ANIE2700>3.0.CO;2-P

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-4-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester (218902-09-1)

Guidance literature:

Multi-step reaction with 4 steps

1: DMAP / CH₂Cl₂

2: HCO₂H, H₂O₂ / H₂O

3: LiOOH / -5 °C

4: EDCI*HCl, HOBt / CH₂Cl₂; dimethylformamide / 0 °C

With dmap; formic acid; lithium hydroperoxide; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3773(19981016)37:19<2700::AID-ANIE2700>3.0.CO;2-P

Reference yield:

3-chloro-4-fluoro-5-nitro-benzaldehyde → (4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-4-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester (218902-09-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Sn(OTf)2, N-ethylpiperidine / 1.) THF, -78 deg C

2: DMAP / CH₂Cl₂

3: HCO₂H, H₂O₂ / H₂O

4: LiOOH / -5 °C

5: EDCI*HCl, HOBt / CH₂Cl₂; dimethylformamide / 0 °C

With 1-ethyl-piperidine; dmap; tin(II) trifluoromethanesulfonate; formic acid; lithium hydroperoxide; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3773(19981016)37:19<2700::AID-ANIE2700>3.0.CO;2-P

upstream raw materials:

2-amino-2-(3,5-dimethoxy-phenyl)-N-methyl-acetamide

(4S,5R)-5-(3-Chloro-4-fluoro-5-nitro-phenyl)-2-oxo-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester

di-tert-butyl dicarbonate

(S)-4-Benzyl-3-[(4S,5R)-5-(3-chloro-4-fluoro-5-nitro-phenyl)-2-thioxo-oxazolidine-4-carbonyl]-oxazolidin-2-one

Downstream raw materials:

((1S,2R)-2-(3-Chloro-4-fluoro-5-nitro-phenyl)-1-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-hydroxy-ethyl)-carbamic acid tert-butyl ester

[(R)-(2-Benzyloxy-4-methoxy-phenyl)-((1S,2R)-2-(3-chloro-4-fluoro-5-nitro-phenyl)-1-{[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamoyl}-2-hydroxy-ethylcarbamoyl)-methyl]-carbamic acid tert-butyl ester

(2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-3-(3-chloro-4-fluoro-5-nitro-phenyl)-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-hydroxy-propionamide

C₅₈H₅₂ClN₅O₁₁

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