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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 661537Erstellt: 27. Oktober 2026

Tetramethylammonium fluoride → 2-benzyl-2-(1H-indole-5-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/661537

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetramethylammonium fluorideHCID 67803—
Edukt2-benzyl-2-(1-triisopropylsilanyl-1H-indole-5-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66688083—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-benzyl-2-(1H-indole-5-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 6668777743%

Reaktionsschritte

To a stirred solution of 2-benzyl-2-(1-triisopropylsilanyl-1H-indole-5-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.145 g, 0.259 mmol) in THF (5 mL) at ambient temperature under nitrogen was added TMAF (0.026 g, 0.285 mmol). After one hour, the reaction mixture was concentrated in vacuo. Purification of the residue by chromatography (silica, 25-50% EtOAc in hexanes) gave 2-benzyl-2-(1H-indole-5-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.045 g, 0.111 mmol, 43%) as a colourless foam.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08084623B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-2adb49a5e7b54862a385aff8b84be25a
Quellennotizuspto-grants-2011_12