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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 71685Erstellt: 25. Oktober 2026

Diisopropylethylamine → 2-[1-(4-Bromo-phenyl)-1-ethoxycarbonyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/71685

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt1-((Tert-butoxy)carbonyl)pyrrolidine-3-carboxylic acidHCID 2760529—
EduktEthyl 2-amino-2-(4-bromophenyl)propanoateHCID 3494252—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-[1-(4-Bromo-phenyl)-1-ethoxycarbonyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 6662044958,8%

Reaktionsschritte

N,N-diisopropylethylamine (4.1 mL, 23.6 mmol) was added dropwise to a mixture of pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester (0.7 g, 3.2 mmol), HATU (1.2 g, 3.2 mmol) and 2-amino-2-(4-bromo-phenyl)-propionic acid ethyl ester (0.8 g, 2.9 mmol) in DMF (20 mL), and stirred at ambient condition for 3 hours. Most of the volatile component was removed in vacuo, and the resulting residue was dissolved in ethyl acetate (150 mL), washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo. The obtained residue was purified by flash chromatography to provide the desired product as a colorless oil (0.8 g, 58%). m/z 490.9, 492.9 (M+Na)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822430B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d26cd7743c354e00a867d948ff49cd64
Quellennotizuspto-grants-2014_09