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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 64776Erstellt: 23. Oktober 2026

Water → methyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylate

https://huagongshe.com/de/reaction/64776

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
Edukt1,4-DioxaneHCID 31275—
EduktBenzyloxycarbonyl-L-prolineHCID 101987—
EduktMethyl 1-amino-1-cyclopentanecarboxylate (H-Ac5c-OMe)HCID 231225—
LösungsmittelEthyl AcetateHCID 8857—
Produktmethyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylateHCID 8674098279%

Reaktionsschritte

5.4 ml of triethylamine and 13.5 g of the N-hydroxysuccinimide ester of N-benzyloxycarbonyl-L-proline were added to 5.6 g of methyl 1-aminocyclopentane-1-carboxylate in 50 ml of dioxane at 10° C., the reaction mixture was stirred for 2 hours at this temperature, 20 ml of water were then added and the reaction was allowed to continue for 20 hours at room temperature. The mixture was taken up in ethyl acetate, and the organic phase was washed successively with 10% strength aqueous citric acid solution, sodium carbonate solution and water, dried over sodium sulfate and evaporated down under reduced pressure. Crystallization of the solid residue gave 11.5 g (79%) of methyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04610817
Quelldatensatzuspto-grants-1986_09
ORD IDord-370cbb45113842a6869250f03197467e
Quellennotizuspto-grants-1986_09