2-(3-benzyloxycarbonyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:2-(3-benzyloxycarbonyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:259665-73-1
Molecular Formula:C₂₄H₂₈N₂O₅
Molecular Weight:424.497
Hs Code.:

2-(3-benzyloxycarbonyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:2-(3-benzyloxycarbonyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 2-(3-benzyloxycarbonyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of 2-(3-benzyloxycarbonyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 1 articles about 2-(3-benzyloxycarbonyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl 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: 98.0%

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 3-aminobenzoic acid benzyl ester toluene-4-sulfonate

: 259665-73-1
2-(3-benzyloxycarbonyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In dichloromethane;
DOI:10.1021/jo991087d

Reference yield:

: 259665-73-1
2-(3-benzyloxycarbonyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 2-(3-carboxy-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 2h; under 760 Torr;
DOI:10.1021/jo991087d

Reference yield:

: 259665-73-1
2-(3-benzyloxycarbonyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 3-[((S)-1-{3-[((S)-1-{3-[((S)-Pyrrolidine-2-carbonyl)-amino]-benzoyl}-pyrrolidine-2-carbonyl)-amino]-benzoyl}-pyrrolidine-2-carbonyl)-amino]-benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 0 - 5 °C

2: 1.26 g / chlorotripyrrolidinophosphonium hexafluorophosphate, N-ethyldiisopropylamine / CH₂Cl₂

3: hydrogen / Pd/C / methanol / 2 h / 760 Torr

4: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium BF₄; N-ethyldiisopropylamine / dimethylformamide / 2 h

5: hydrogen / Pd/C / methanol / 2 h / 760 Torr

6: HCl / dioxane / 2 h / 0 - 5 °C

With hydrogenchloride; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Acylation / 3: Catalytic hydrogenation / 4: Acylation / 5: Catalytic hydrogenation / 6: Hydrolysis;
DOI:10.1021/jo991087d