methyl 4-[(2S,4S)-1-[(3-chloro-4-[N'-(2-methylphenyl)ureido]phenyl)acetyl]-4-fluoro-2-pyrrolidinylmethoxy]benzoate

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Chemical Name:methyl 4-[(2S,4S)-1-[(3-chloro-4-[N'-(2-methylphenyl)ureido]phenyl)acetyl]-4-fluoro-2-pyrrolidinylmethoxy]benzoate
CAS No.:317364-39-9
Molecular Formula:C₂₉H₂₉ClFN₃O₅
Molecular Weight:554.018
Hs Code.:

Synonyms:methyl 4-[(2S,4S)-1-[(3-chloro-4-[N'-(2-methylphenyl)ureido]phenyl)acetyl]-4-fluoro-2-pyrrolidinylmethoxy]benzoate

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Chemical Property of methyl 4-[(2S,4S)-1-[(3-chloro-4-[N'-(2-methylphenyl)ureido]phenyl)acetyl]-4-fluoro-2-pyrrolidinylmethoxy]benzoate

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Technology Process of methyl 4-[(2S,4S)-1-[(3-chloro-4-[N'-(2-methylphenyl)ureido]phenyl)acetyl]-4-fluoro-2-pyrrolidinylmethoxy]benzoate

There total 6 articles about methyl 4-[(2S,4S)-1-[(3-chloro-4-[N'-(2-methylphenyl)ureido]phenyl)acetyl]-4-fluoro-2-pyrrolidinylmethoxy]benzoate 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: 87.0%

: 315710-15-7
methyl 4-[(2S,4S)-4-fluoropyrrolidin-2-ylmethoxy]benzoate

: 317364-38-8
(3-chloro-4-[N'-(2-methylphenyl)ureido]phenyl)acetic acid

: 317364-39-9
methyl 4-[(2S,4S)-1-[(3-chloro-4-[N'-(2-methylphenyl)ureido]phenyl)acetyl]-4-fluoro-2-pyrrolidinylmethoxy]benzoate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1016/j.bmc.2006.12.006

Reference yield:

: 53088-68-9
methyl 3-chlorophenylacetate

: 317364-39-9
methyl 4-[(2S,4S)-1-[(3-chloro-4-[N'-(2-methylphenyl)ureido]phenyl)acetyl]-4-fluoro-2-pyrrolidinylmethoxy]benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 36 percent / H₂SO₄; HNO₃ / 4 h / 0 - 20 °C

2: 48 percent / iron; NaOAc*3H₂O; acetic acid / methanol; H₂O / 1 h / 110 °C

3: 74 percent / triethylamine / tetrahydrofuran / 41 h / 20 °C

4: 100 percent / aq. NaOH / tetrahydrofuran / 14 h / 20 °C

5: 87 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; triethylamine / dimethylformamide / 15 h / 20 °C

With sodium hydroxide; sulfuric acid; nitric acid; sodium acetate; iron; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.12.006

Reference yield:

: 317364-37-7
methyl 3-chloro-4-[N'-(2-methylphenyl)ureido]phenylacetate

: 317364-39-9
methyl 4-[(2S,4S)-1-[(3-chloro-4-[N'-(2-methylphenyl)ureido]phenyl)acetyl]-4-fluoro-2-pyrrolidinylmethoxy]benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / aq. NaOH / tetrahydrofuran / 14 h / 20 °C

2: 87 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; triethylamine / dimethylformamide / 15 h / 20 °C

With sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.12.006