2-[3-(N-(N-methyl-N-phenylcarbamoylmethyl)-N-{2-[3-(3-methylphenyl)ureido]acetyl}amino)phenoxy]acetic acid

Base Information

Chemical Name:2-[3-(N-(N-methyl-N-phenylcarbamoylmethyl)-N-{2-[3-(3-methylphenyl)ureido]acetyl}amino)phenoxy]acetic acid
CAS No.:205694-39-9
Molecular Formula:C₂₇H₂₈N₄O₆
Molecular Weight:504.543
Hs Code.:

Synonyms:2-[3-(N-(N-methyl-N-phenylcarbamoylmethyl)-N-{2-[3-(3-methylphenyl)ureido]acetyl}amino)phenoxy]acetic acid

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Chemical Property of 2-[3-(N-(N-methyl-N-phenylcarbamoylmethyl)-N-{2-[3-(3-methylphenyl)ureido]acetyl}amino)phenoxy]acetic acid

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Technology Process of 2-[3-(N-(N-methyl-N-phenylcarbamoylmethyl)-N-{2-[3-(3-methylphenyl)ureido]acetyl}amino)phenoxy]acetic acid

There total 7 articles about 2-[3-(N-(N-methyl-N-phenylcarbamoylmethyl)-N-{2-[3-(3-methylphenyl)ureido]acetyl}amino)phenoxy]acetic acid 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: 86.0%

: 183179-19-3
Methyl 2-[3-[N-(N-methyl-N-phenylcarbamoylmethyl)-N-[2-[3-(3-methylphenyl)ureido]acetyl]amino]phenoxy]acetate

: 205694-39-9
2-[3-(N-(N-methyl-N-phenylcarbamoylmethyl)-N-{2-[3-(3-methylphenyl)ureido]acetyl}amino)phenoxy]acetic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1248/cpb.46.434

Reference yield:

: 554-84-7
meta-nitrophenol

: 205694-39-9
2-[3-(N-(N-methyl-N-phenylcarbamoylmethyl)-N-{2-[3-(3-methylphenyl)ureido]acetyl}amino)phenoxy]acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / K₂CO₃ / dimethylformamide / 3 h / 70 °C

2: 94 percent / H₂ / 5percent Pd/C / methanol; ethyl acetate / 0.75 h / 760 Torr

3: 75 percent / EDC*HCl, DMAP / CH₂Cl₂ / Ambient temperature

4: 1.) NaH / 1.) THF, 60 deg C, 15 min, 2.) THF, RT, 1.5 h

5: 100 percent / TFA / CH₂Cl₂ / 0.5 h

6: 97 percent / tetrahydrofuran / 0.5 h / Ambient temperature

7: 86 percent / 0.5N aq. NaOH / tetrahydrofuran / 1 h / Ambient temperature

With dmap; sodium hydroxide; hydrogen; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.46.434

Reference yield:

: 81720-19-6
1-methoxycarbonylmethyloxy-3-nitrobenzene

: 205694-39-9
2-[3-(N-(N-methyl-N-phenylcarbamoylmethyl)-N-{2-[3-(3-methylphenyl)ureido]acetyl}amino)phenoxy]acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / H₂ / 5percent Pd/C / methanol; ethyl acetate / 0.75 h / 760 Torr

2: 75 percent / EDC*HCl, DMAP / CH₂Cl₂ / Ambient temperature

3: 1.) NaH / 1.) THF, 60 deg C, 15 min, 2.) THF, RT, 1.5 h

4: 100 percent / TFA / CH₂Cl₂ / 0.5 h

5: 97 percent / tetrahydrofuran / 0.5 h / Ambient temperature

6: 86 percent / 0.5N aq. NaOH / tetrahydrofuran / 1 h / Ambient temperature

With dmap; sodium hydroxide; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.46.434