(4S,5S)-2,2-diethyl 4-methyl 4-(2-nitrophenyl)-5-(thiophen-2-yl)pyrrolidine-2,2,4-tricarboxylate

Base Information

Chemical Name:(4S,5S)-2,2-diethyl 4-methyl 4-(2-nitrophenyl)-5-(thiophen-2-yl)pyrrolidine-2,2,4-tricarboxylate
CAS No.:1291104-13-6
Molecular Formula:C₂₂H₂₄N₂O₈S
Molecular Weight:476.507
Hs Code.:

Synonyms:(4S,5S)-2,2-diethyl 4-methyl 4-(2-nitrophenyl)-5-(thiophen-2-yl)pyrrolidine-2,2,4-tricarboxylate

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Chemical Property of (4S,5S)-2,2-diethyl 4-methyl 4-(2-nitrophenyl)-5-(thiophen-2-yl)pyrrolidine-2,2,4-tricarboxylate

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Technology Process of (4S,5S)-2,2-diethyl 4-methyl 4-(2-nitrophenyl)-5-(thiophen-2-yl)pyrrolidine-2,2,4-tricarboxylate

There total 3 articles about (4S,5S)-2,2-diethyl 4-methyl 4-(2-nitrophenyl)-5-(thiophen-2-yl)pyrrolidine-2,2,4-tricarboxylate 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: 77.0%

: 98-03-3
thiophene-2-carbaldehyde

: 6829-40-9
aminomalonic acid diethyl ester

: 494836-60-1
methyl α-(2-nitrophenyl)acrylate

: 1291104-13-6
(4S,5S)-2,2-diethyl 4-methyl 4-(2-nitrophenyl)-5-(thiophen-2-yl)pyrrolidine-2,2,4-tricarboxylate

Guidance literature:: With C₄₂H₂₈O₉P₂; In toluene; at 30 ℃; for 72h; optical yield given as %ee; enantioselective reaction; Molecular sieve;
DOI:10.1021/ol200652j

Reference yield:

: 26465-37-2
dimethyl 2-(2-nitrophenyl)malonate

: 1291104-13-6
(4S,5S)-2,2-diethyl 4-methyl 4-(2-nitrophenyl)-5-(thiophen-2-yl)pyrrolidine-2,2,4-tricarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: formaldehyd; potassium carbonate / water / 2 h / 60 °C

2: C₄₂H₂₈O₉P₂ / toluene / 72 h / 30 °C / Molecular sieve

With formaldehyd; C₄₂H₂₈O₉P₂; potassium carbonate; In water; toluene;
DOI:10.1021/ol200652j

Reference yield:

: 1493-27-2,127723-77-7
ortho-nitrofluorobenzene

: 1291104-13-6
(4S,5S)-2,2-diethyl 4-methyl 4-(2-nitrophenyl)-5-(thiophen-2-yl)pyrrolidine-2,2,4-tricarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.17 h / 90 °C

1.2: 2 h / 90 °C

2.1: formaldehyd; potassium carbonate / water / 2 h / 60 °C

3.1: C₄₂H₂₈O₉P₂ / toluene / 72 h / 30 °C / Molecular sieve

With formaldehyd; C₄₂H₂₈O₉P₂; potassium tert-butylate; potassium carbonate; In water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol200652j