trimethyl (2R,3S,4R,5S)-5-(3-bromophenyl)pyrrolidine-2,3,4-tricarboxylate

Base Information

Chemical Name:trimethyl (2R,3S,4R,5S)-5-(3-bromophenyl)pyrrolidine-2,3,4-tricarboxylate
CAS No.:1420291-83-3
Molecular Formula:C₁₆H₁₈BrNO₆
Molecular Weight:400.226
Hs Code.:

Synonyms:trimethyl (2R,3S,4R,5S)-5-(3-bromophenyl)pyrrolidine-2,3,4-tricarboxylate

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Chemical Property of trimethyl (2R,3S,4R,5S)-5-(3-bromophenyl)pyrrolidine-2,3,4-tricarboxylate

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Technology Process of trimethyl (2R,3S,4R,5S)-5-(3-bromophenyl)pyrrolidine-2,3,4-tricarboxylate

There total 4 articles about trimethyl (2R,3S,4R,5S)-5-(3-bromophenyl)pyrrolidine-2,3,4-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: 76.0%

: 939799-25-4
(3-bromobenzylideneamino)acetic acid methyl ester

: 624-48-6
dimethyl cis-but-2-ene-1,4-dioate

: 1420291-83-3
trimethyl (2R,3S,4R,5S)-5-(3-bromophenyl)pyrrolidine-2,3,4-tricarboxylate

: trimethyl (2S,3R,4S,5R)-5-(3-bromophenyl)pyrrolidine-2,3,4-tricarboxylate

Guidance literature:: With C₄₆H₄₂N₂O₂P₂; silver trifluoromethanesulfonate; potassium carbonate; In dichloromethane; at 20 ℃; for 48h; stereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1055/s-0032-1316779

Reference yield: 76.0%

: 939799-25-4
(3-bromobenzylideneamino)acetic acid methyl ester

: 624-48-6
dimethyl cis-but-2-ene-1,4-dioate

: 1420291-83-3
trimethyl (2R,3S,4R,5S)-5-(3-bromophenyl)pyrrolidine-2,3,4-tricarboxylate

Guidance literature:: (3-bromobenzylideneamino)acetic acid methyl ester; With C₄₆H₄₂N₂O₂P₂; silver trifluoromethanesulfonate; In dichloromethane; for 1h; Inert atmosphere; Molecular sieve;

dimethyl cis-but-2-ene-1,4-dioate; With potassium carbonate; In dichloromethane; stereoselective reaction; Inert atmosphere;
DOI:10.1055/s-0032-1316779

Reference yield:

: 3132-99-8
m-bromobenzoic aldehyde

: 1420291-83-3
trimethyl (2R,3S,4R,5S)-5-(3-bromophenyl)pyrrolidine-2,3,4-tricarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; magnesium sulfate / dichloromethane / 20 °C / Inert atmosphere

2.1: silver trifluoromethanesulfonate; C₄₆H₄₂N₂O₂P₂ / dichloromethane / 1 h / Inert atmosphere; Molecular sieve

2.2: Inert atmosphere

With C₄₆H₄₂N₂O₂P₂; silver trifluoromethanesulfonate; magnesium sulfate; triethylamine; In dichloromethane;
DOI:10.1055/s-0032-1316779