{4-[(3-amino-4-m-tolylsulfanyl-phenylcarbamoyl)-methoxy]-phenyl}-oxo-acetic acid tert-butyl ester

Base Information

• Chemical Name: {4-[(3-amino-4-m-tolylsulfanyl-phenylcarbamoyl)-methoxy]-phenyl}-oxo-acetic acid tert-butyl ester
• CAS No.: 863397-56-2
• Molecular Formula: C₂₇H₂₈N₂O₅S
• Molecular Weight: 492.596
• Mol file: 863397-56-2.mol

Synonyms:{4-[(3-amino-4-m-tolylsulfanyl-phenylcarbamoyl)-methoxy]-phenyl}-oxo-acetic acid tert-butyl ester

Chemical Property of {4-[(3-amino-4-m-tolylsulfanyl-phenylcarbamoyl)-methoxy]-phenyl}-oxo-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {4-[(3-amino-4-m-tolylsulfanyl-phenylcarbamoyl)-methoxy]-phenyl}-oxo-acetic acid tert-butyl ester

There total 6 articles about {4-[(3-amino-4-m-tolylsulfanyl-phenylcarbamoyl)-methoxy]-phenyl}-oxo-acetic 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: 63.0%

(4-carboxymethoxy-phenyl)-oxo-acetic acid tert-butyl ester (851875-39-3) + 4-m-tolylsulfanyl-m-phenylenediamine (200806-96-8) → {4-[(3-amino-4-m-tolylsulfanyl-phenylcarbamoyl)-methoxy]-phenyl}-oxo-acetic acid tert-butyl ester (863397-56-2)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2005.02.001

Reference yield:

benzyl 2-(4-acetylphenoxy)acetate (851875-31-5) → {4-[(3-amino-4-m-tolylsulfanyl-phenylcarbamoyl)-methoxy]-phenyl}-oxo-acetic acid tert-butyl ester (863397-56-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / selenium dioxide; pyridine / 14 h / Heating

2: thionyl chloride / benzene / 1.5 h / Heating

3: 71 percent / pyridine / CH₂Cl₂ / 20 °C

4: 92 percent / H₂ / Pd(OH)2/C / ethyl acetate / 24 h / 20 °C

5: 93 percent / Dess-Martin reagent / acetone / 2 h / 20 °C

6: 63 percent / EDC; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; selenium(IV) oxide; thionyl chloride; hydrogen; Dess-Martin periodane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium dihydroxide; In dichloromethane; ethyl acetate; acetone; benzene;

DOI:10.1016/j.bmc.2005.02.001

Reference yield:

(4-benzyloxycarbonylmethoxy-phenyl)-oxo-acetic acid (851875-33-7) → {4-[(3-amino-4-m-tolylsulfanyl-phenylcarbamoyl)-methoxy]-phenyl}-oxo-acetic acid tert-butyl ester (863397-56-2)

Guidance literature:

Multi-step reaction with 5 steps

1: thionyl chloride / benzene / 1.5 h / Heating

2: 71 percent / pyridine / CH₂Cl₂ / 20 °C

3: 92 percent / H₂ / Pd(OH)2/C / ethyl acetate / 24 h / 20 °C

4: 93 percent / Dess-Martin reagent / acetone / 2 h / 20 °C

5: 63 percent / EDC; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; thionyl chloride; hydrogen; Dess-Martin periodane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium dihydroxide; In dichloromethane; ethyl acetate; acetone; benzene;

DOI:10.1016/j.bmc.2005.02.001

upstream raw materials:

(4-carboxymethoxy-phenyl)-oxo-acetic acid tert-butyl ester

4-m-tolylsulfanyl-m-phenylenediamine

benzyl 2-(4-acetylphenoxy)acetate

(4-carboxymethoxy-phenyl)-hydroxy-acetic acid tert-butyl ester