[4-((2S,3R,4S)-3,4-Dihydroxy-1-{2-[3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetyl}-pyrrolidine-2-carbonyl)-piperazin-1-yl]-acetic acid ethyl ester

Base Information

Chemical Name:[4-((2S,3R,4S)-3,4-Dihydroxy-1-{2-[3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetyl}-pyrrolidine-2-carbonyl)-piperazin-1-yl]-acetic acid ethyl ester
CAS No.:317358-60-4
Molecular Formula:C₃₀H₃₉N₅O₈
Molecular Weight:597.668
Hs Code.:

Synonyms:[4-((2S,3R,4S)-3,4-Dihydroxy-1-{2-[3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetyl}-pyrrolidine-2-carbonyl)-piperazin-1-yl]-acetic acid ethyl ester

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Chemical Property of [4-((2S,3R,4S)-3,4-Dihydroxy-1-{2-[3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetyl}-pyrrolidine-2-carbonyl)-piperazin-1-yl]-acetic acid ethyl ester

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Technology Process of [4-((2S,3R,4S)-3,4-Dihydroxy-1-{2-[3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetyl}-pyrrolidine-2-carbonyl)-piperazin-1-yl]-acetic acid ethyl ester

There total 11 articles about [4-((2S,3R,4S)-3,4-Dihydroxy-1-{2-[3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetyl}-pyrrolidine-2-carbonyl)-piperazin-1-yl]-acetic acid ethyl 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: 97.0%

: 317354-96-4
ethyl [4-[1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-(3R,4S)-isopropylidenedioxy-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

: 317358-60-4
[4-((2S,3R,4S)-3,4-Dihydroxy-1-{2-[3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetyl}-pyrrolidine-2-carbonyl)-piperazin-1-yl]-acetic acid ethyl ester

Guidance literature:: With hydrogenchloride; methanol; at 20 ℃; for 1h;
DOI:10.1016/j.bmc.2005.11.058

Reference yield:

: methyl 1-benzyloxycarbonyl-3(RS),4(SR)-dihydroxy-2(S)-pyrrolidinylcarboxylate

: 317358-60-4
[4-((2S,3R,4S)-3,4-Dihydroxy-1-{2-[3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetyl}-pyrrolidine-2-carbonyl)-piperazin-1-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / p-TsOH*H₂O / CH₂Cl₂ / 1 h / 20 °C

2: 91 percent / aq. NaOH / tetrahydrofuran; methanol / 24 h / 20 °C

3: 79 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / CH₂Cl₂ / 12 h / 20 °C

4: 90 percent / hydrogen / Pd/C / ethanol / 10 h / 20 °C

5: 92 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / tetrahydrofuran / 12 h / 20 °C

6: 97 percent / HCl (gas); MeOH / 1 h / 20 °C

With hydrogenchloride; methanol; sodium hydroxide; hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1016/j.bmc.2005.11.058

Reference yield:

: 886447-82-1
ethyl [4-[N-benzyloxycarbonyl-(3R,4S)-isopropylidenedioxy-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

: 317358-60-4
[4-((2S,3R,4S)-3,4-Dihydroxy-1-{2-[3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetyl}-pyrrolidine-2-carbonyl)-piperazin-1-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / hydrogen / Pd/C / ethanol / 10 h / 20 °C

2: 92 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / tetrahydrofuran / 12 h / 20 °C

3: 97 percent / HCl (gas); MeOH / 1 h / 20 °C

With hydrogenchloride; methanol; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1016/j.bmc.2005.11.058