(2S,3S)-ethyl 1-benzoyl-2-cyano-3-(4-nitrophenyl)pyrrolidine-2-carboxylate

Base Information

Chemical Name:(2S,3S)-ethyl 1-benzoyl-2-cyano-3-(4-nitrophenyl)pyrrolidine-2-carboxylate
CAS No.:1374003-66-3
Molecular Formula:C₂₁H₁₉N₃O₅
Molecular Weight:393.399
Hs Code.:

Synonyms:(2S,3S)-ethyl 1-benzoyl-2-cyano-3-(4-nitrophenyl)pyrrolidine-2-carboxylate

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Chemical Property of (2S,3S)-ethyl 1-benzoyl-2-cyano-3-(4-nitrophenyl)pyrrolidine-2-carboxylate

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Technology Process of (2S,3S)-ethyl 1-benzoyl-2-cyano-3-(4-nitrophenyl)pyrrolidine-2-carboxylate

There total 4 articles about (2S,3S)-ethyl 1-benzoyl-2-cyano-3-(4-nitrophenyl)pyrrolidine-2-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: 66.0%

: 1374003-51-6
(2S,3S,5R)-ethyl 1-benzoyl-2-cyano-5-hydroxy-3-(4-nitrophenyl)pyrrolidine-2-carboxylate

: 1374003-66-3
(2S,3S)-ethyl 1-benzoyl-2-cyano-3-(4-nitrophenyl)pyrrolidine-2-carboxylate

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1002/adsc.201100911

Reference yield:

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 1374003-66-3
(2S,3S)-ethyl 1-benzoyl-2-cyano-3-(4-nitrophenyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium dithionite; sodium hydrogencarbonate / water / 1 h / 35 °C

2: sodium carbonate / 0 - 20 °C

3: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; o-fluoro-benzoic acid / methanol / 14 h / -20 °C

4: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / -78 - 20 °C / Inert atmosphere

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; triethylsilane; sodium dithionite; boron trifluoride diethyl etherate; sodium hydrogencarbonate; sodium carbonate; o-fluoro-benzoic acid; In methanol; dichloromethane; water;
DOI:10.1002/adsc.201100911

Reference yield:

: 32683-02-6
ethyl-2-aminocyano acetate

: 1374003-66-3
(2S,3S)-ethyl 1-benzoyl-2-cyano-3-(4-nitrophenyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium carbonate / 0 - 20 °C

2: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; o-fluoro-benzoic acid / methanol / 14 h / -20 °C

3: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / -78 - 20 °C / Inert atmosphere

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; triethylsilane; boron trifluoride diethyl etherate; sodium carbonate; o-fluoro-benzoic acid; In methanol; dichloromethane;
DOI:10.1002/adsc.201100911