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HRID 253547Erstellt: 25. Oktober 2026

Methanamine, N-methoxy-, hydrochloride (1:1) → Tert-butyl 3-[methoxy(methyl)carbamoyl]pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/253547

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
EduktDiisopropylethylamineHCID 81531—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt1-((Tert-butoxy)carbonyl)pyrrolidine-3-carboxylic acidHCID 2760529—
LösungsmittelDichloromethaneHCID 6344—
ProduktTert-butyl 3-[methoxy(methyl)carbamoyl]pyrrolidine-1-carboxylateHCID 57419605—

Reaktionsschritte

To a stirred solution of 1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid (4.00 g, 18.6 mmol), N,O-dimethylhydroxylamine hydrochloride (1.69 g, 17.4 mmol), and DIEA (7.5 mL, 41.8 mmol) in CH2Cl2 (80 mL) was added solid EDC.HCl (4.00 g, 20.9 mmol). The mixture was stirred at rt for 18 h and concentrated under reduced pressure. The residue was taken up in ether (175 mL), washed with 5% aq HCl (2×50 mL) and satd aq NaHCO3 (50 mL), and dried over MgSO4. Removal of the solvent left tert-butyl 3-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate (3.16 g, 65%) as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07872028B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-51b8c79eb25f4cb388926ab69e6be43e
Quellennotizuspto-grants-2011_01