(S)-benzyl 2-((2-(4-bromophenyl)-2-oxoethyl)carbamoyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(S)-benzyl 2-((2-(4-bromophenyl)-2-oxoethyl)carbamoyl)pyrrolidine-1-carboxylate
CAS No.:1007882-38-3
Molecular Formula:C₂₁H₂₁BrN₂O₄
Molecular Weight:445.313
Hs Code.:

Synonyms:(S)-benzyl 2-((2-(4-bromophenyl)-2-oxoethyl)carbamoyl)pyrrolidine-1-carboxylate

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Chemical Property of (S)-benzyl 2-((2-(4-bromophenyl)-2-oxoethyl)carbamoyl)pyrrolidine-1-carboxylate

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Technology Process of (S)-benzyl 2-((2-(4-bromophenyl)-2-oxoethyl)carbamoyl)pyrrolidine-1-carboxylate

There total 1 articles about (S)-benzyl 2-((2-(4-bromophenyl)-2-oxoethyl)carbamoyl)pyrrolidine-1-carboxylate 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: 81.0%

: 5467-72-1
α-amino-4-bromoacetophenone hydrochloride

: 1148-11-4
N-Benzyloxycarbonyl-L-proline

: 1007882-38-3
(S)-benzyl 2-((2-(4-bromophenyl)-2-oxoethyl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

: 1007882-38-3
(S)-benzyl 2-((2-(4-bromophenyl)-2-oxoethyl)carbamoyl)pyrrolidine-1-carboxylate

: 1007882-41-8
tert-butyl (2S)-2-(5-(4'-(2-((2S)-2-pyrrolidinyl)-1H-imidazol-5-yl)-4-biphenylyl)-1H-imidazol-2-yl)-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: ammonium acetate / 5,5-dimethyl-1,3-cyclohexadiene / 3 h / 140 °C / Sealed tube; Inert atmosphere

2: sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 15 h / 80 °C / Inert atmosphere

3: potassium carbonate; palladium(II) hydroxide; hydrogen / methanol / 3 h / 3102.97 Torr / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; hydrogen; palladium(II) hydroxide; sodium hydrogencarbonate; potassium carbonate; In methanol; 1,2-dimethoxyethane; 5,5-dimethyl-1,3-cyclohexadiene; water;
DOI:10.1021/jm4016203

Reference yield:

: 1007882-38-3
(S)-benzyl 2-((2-(4-bromophenyl)-2-oxoethyl)carbamoyl)pyrrolidine-1-carboxylate

: tert-butyl (2S)-2-(5-(4'-(2-((2S)-1-((2R)-2-((methoxycarbonyl)amino)-2-phenylacetyl)-2-pyrrolidinyl)-1H-imidazol-5-yl)-4-biphenylyl)-1H-imidazol-2-yl)-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: ammonium acetate / 5,5-dimethyl-1,3-cyclohexadiene / 3 h / 140 °C / Sealed tube; Inert atmosphere

2: sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 15 h / 80 °C / Inert atmosphere

3: potassium carbonate; palladium(II) hydroxide; hydrogen / methanol / 3 h / 3102.97 Torr / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; hydrogen; palladium(II) hydroxide; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; 1,2-dimethoxyethane; 5,5-dimethyl-1,3-cyclohexadiene; water; N,N-dimethyl-formamide;
DOI:10.1021/jm4016203