ethyl [4-[(3S)-hydroxy-1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

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Chemical Name:ethyl [4-[(3S)-hydroxy-1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate
CAS No.:886447-96-7
Molecular Formula:C₃₀H₃₉N₅O₇
Molecular Weight:581.669
Hs Code.:

Synonyms:ethyl [4-[(3S)-hydroxy-1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

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Chemical Property of ethyl [4-[(3S)-hydroxy-1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

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Technology Process of ethyl [4-[(3S)-hydroxy-1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

There total 6 articles about ethyl [4-[(3S)-hydroxy-1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate 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: 59.0%

: 886447-51-4
ethyl [4-[(3S)-benzyloxy-1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

: 886447-96-7
ethyl [4-[(3S)-hydroxy-1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; at 20 ℃; for 72h;
DOI:10.1016/j.bmc.2005.11.058

Reference yield:

: 886447-32-1
methyl (3S)-benzyloxy-1-(tert-butoxycarbonyl)pyrrolidine-(2S)-carboxylate

: 886447-96-7
ethyl [4-[(3S)-hydroxy-1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / aq. NaOH / tetrahydrofuran / 3 h / Heating

2: 95 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / CH₂Cl₂ / 12 h / 20 °C

3: 100 percent / TFA / CH₂Cl₂ / 12 h / 20 °C

4: 81 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / tetrahydrofuran / 12 h / 20 °C

5: 59 percent / hydrogen / Pd(OH)2/C / ethanol / 72 h / 20 °C

With sodium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.bmc.2005.11.058

Reference yield:

: 902770-49-4
(3S)-benzyloxy-1-(tert-butoxycarbonyl)pyrrolidine-(2S)-carboxylic acid

: 886447-96-7
ethyl [4-[(3S)-hydroxy-1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: 100 percent / TFA / CH₂Cl₂ / 12 h / 20 °C

3: 81 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / tetrahydrofuran / 12 h / 20 °C

4: 59 percent / hydrogen / Pd(OH)2/C / ethanol / 72 h / 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.bmc.2005.11.058