1-acetyl-5-hydroxy-2-methyl-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester

Base Information

Chemical Name:1-acetyl-5-hydroxy-2-methyl-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester
CAS No.:246870-06-4
Molecular Formula:C₁₆H₂₁NO₄
Molecular Weight:291.347
Hs Code.:

Synonyms:1-acetyl-5-hydroxy-2-methyl-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester

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Chemical Property of 1-acetyl-5-hydroxy-2-methyl-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester

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Technology Process of 1-acetyl-5-hydroxy-2-methyl-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester

There total 1 articles about 1-acetyl-5-hydroxy-2-methyl-3-phenyl-pyrrolidine-2-carboxylic 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: 44.0%

: 5143-72-6
ethyl 2-acetamidopropanoate

: 104-55-2
3-phenyl-propenal

: 246870-06-4
1-acetyl-5-hydroxy-2-methyl-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester

Guidance literature:: ethyl 2-acetamidopropanoate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

3-phenyl-propenal; In N,N-dimethyl-formamide; at 20 ℃; for 48h;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

: 246870-06-4
1-acetyl-5-hydroxy-2-methyl-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester

: 246870-07-5
1-acetyl-2-methyl-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester

Guidance literature:: With triethylsilane; triethylamine; trifluoroacetic acid; In chloroform; at 20 ℃; for 16h;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

: 246870-06-4
1-acetyl-5-hydroxy-2-methyl-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester

: trans-N-benzyl-6-amino-2-[1-(3,3-diphenylpropionyl)-2-methyl-3-phenyl-perhydro-2-pyrrolylcarboxamido]-2-(S)-hexanamide

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃SiH; Et₃N; CF₃COOH / CHCl₃ / 16 h / 20 °C

2: aq. NaOH / ethanol / 48 h / Heating

3: 92 percent / aq. HCl; AcOH / 16 h / 100 °C

4: 21 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

5: 60 percent / HOBT; EDCI / CH₂Cl₂ / 16 h / 20 °C

6: 67 percent / cyclohexene / Pd/C / ethanol / 2 h / Heating

With hydrogenchloride; triethylsilane; sodium hydroxide; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; cyclohexene; palladium on activated charcoal; In ethanol; dichloromethane; chloroform; 1: Reduction / 2: Hydrolysis / 3: Hydrolysis / 4: Acylation / 5: Condensation / 6: Hydrogenolysis;
DOI:10.1016/S0040-4020(99)00561-X