((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

Base Information

• Chemical Name: ((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
• CAS No.: 218902-10-4
• Molecular Formula: C₂₅H₃₀ClFN₄O₉
• Molecular Weight: 584.986

Synonyms:((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

Chemical Property of ((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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((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

There total 9 articles about ((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 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:

(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) → ((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 (218902-10-4)

Guidance literature:

With lithium carbonate; In methanol; Ambient temperature;

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) → ((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 (218902-10-4)

Guidance literature:

Multi-step reaction with 5 steps

1: DMAP / CH₂Cl₂

2: HCO₂H, H₂O₂ / H₂O

3: LiOOH / -5 °C

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

5: Li₂CO₃ / methanol / Ambient temperature

With dmap; formic acid; lithium hydroperoxide; dihydrogen peroxide; lithium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; 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 → ((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 (218902-10-4)

Guidance literature:

Multi-step reaction with 6 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

6: Li₂CO₃ / methanol / Ambient temperature

With 1-ethyl-piperidine; dmap; tin(II) trifluoromethanesulfonate; formic acid; lithium hydroperoxide; dihydrogen peroxide; lithium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; 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:

(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

di-tert-butyl dicarbonate

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

Downstream raw materials:

[(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

C₅₈H₄₉ClF₃N₅O₁₄S

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