N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl ester

Base Information

• Chemical Name: N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl ester
• CAS No.: 827579-70-4
• Molecular Formula: C₁₉H₂₁FN₂O₅S
• Molecular Weight: 408.451
• Mol file: 827579-70-4.mol

Synonyms:N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl ester

Chemical Property of N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl ester

There total 4 articles about N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl 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: 98.0%

(R)-1-(4-fluorophenyl)ethylamine (374898-01-8) + 3-(methoxycarbonyl)-5-[methyl(methylsulfonyl)amino]benzoic acid (695215-94-2) → N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl ester (827579-70-4)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h;

Reference yield:

dimethyl 5-aminoisophthalate (99-27-4) → N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl ester (827579-70-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

2: 98 percent / NaH / dimethylformamide / 1 h

3: 82 percent / aq. NaOH / tetrahydrofuran; methanol / 8 h / 0 - 20 °C

4: BOP; diisopropylamine / CH₂Cl₂ / 20 °C

With pyridine; sodium hydroxide; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm049379g

Reference yield:

dimethyl-5-[methyl(methylsulfonyl)amino]isophthalate (695215-93-1) → N-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamic acid methyl ester (827579-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / aq. NaOH / tetrahydrofuran; methanol / 8 h / 0 - 20 °C

2: BOP; diisopropylamine / CH₂Cl₂ / 20 °C

With sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm049379g

upstream raw materials:

(R)-1-(4-fluorophenyl)ethylamine

3-(methoxycarbonyl)-5-[methyl(methylsulfonyl)amino]benzoic acid

dimethyl 5-aminoisophthalate

dimethyl-5-[methyl(methylsulfonyl)amino]isophthalate

Downstream raw materials:

C₃₃H₃₈FN₅O₆S

N-(1-benzyl-3-cyclopropylamino-2-hydroxy-propyl)-N'-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamide

(1-{5-[3-[1-(4-fluoro-phenyl)-ethylcarbamoyl]-5-(methanesulfonyl-methyl-amino)-phenyl]-[1,3,4]oxadiazol-2-yl}-1-methyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester

2-tert-butoxycarbonylamino-2-methyl-3-phenyl-propionic acid 3-[1-(4-fluoro-phenyl)-ethylcarbamoyl]-5-(methanesulfonyl-methyl-amino)-benzyl ester