(3R,4S)-ethyl 1-(4-nitrophenylsulfonyl)-2-oxo-4-phenylpyrrolidine-3-carboxylate

Base Information

• Chemical Name: (3R,4S)-ethyl 1-(4-nitrophenylsulfonyl)-2-oxo-4-phenylpyrrolidine-3-carboxylate
• CAS No.: 1242516-24-0
• Molecular Formula: C₁₉H₁₈N₂O₇S
• Molecular Weight: 418.427
• Mol file: 1242516-24-0.mol

Synonyms:(3R,4S)-ethyl 1-(4-nitrophenylsulfonyl)-2-oxo-4-phenylpyrrolidine-3-carboxylate

Chemical Property of (3R,4S)-ethyl 1-(4-nitrophenylsulfonyl)-2-oxo-4-phenylpyrrolidine-3-carboxylate

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (3R,4S)-ethyl 1-(4-nitrophenylsulfonyl)-2-oxo-4-phenylpyrrolidine-3-carboxylate

There total 1 articles about (3R,4S)-ethyl 1-(4-nitrophenylsulfonyl)-2-oxo-4-phenylpyrrolidine-3-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: 48.0%

diethyl malonate (105-53-3) + (R)-1-(p-nitrobenzenesulfonyl)-2-phenylaziridine (194156-25-7) → (3R,4S)-ethyl 1-(4-nitrophenylsulfonyl)-2-oxo-4-phenylpyrrolidine-3-carboxylate (1242516-24-0) + (S)-diethyl 2-(2-(4-nitrophenylsulfonamido)-1-phenylethyl) malonate (1242516-31-9)

Guidance literature:

diethyl malonate; With sodium hydride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

(R)-1-(p-nitrobenzenesulfonyl)-2-phenylaziridine; With copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; at 60 ℃; for 0.25h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo101004x

Reference yield: 81.0%

(3R,4S)-ethyl 1-(4-nitrophenylsulfonyl)-2-oxo-4-phenylpyrrolidine-3-carboxylate (1242516-24-0) → (3R,4S)-ethyl 4-(phenyl)-2-oxopyrrolidine-3-carboxylate (1242516-41-1)

Guidance literature:

With potassium carbonate; thiophenol; In dimethyl sulfoxide; acetonitrile; at 20 ℃; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/jo101004x

upstream raw materials:

diethyl malonate

(R)-1-(p-nitrobenzenesulfonyl)-2-phenylaziridine

Downstream raw materials:

(3R,4S)-ethyl 4-(phenyl)-2-oxopyrrolidine-3-carboxylate