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HRID 912484Erstellt: 24. Oktober 2026

Hydrochloric Acid → (3aR,6aR)-5-Methyloctahydropyrrolo[3,4-b]pyrrole

https://huagongshe.com/de/reaction/912484

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukttert-Butyl (3aR,6aR)-5-methylhexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylateHCID 44221715—
LösungsmittelMethanolHCID 887—
Produkt(3aR,6aR)-5-Methyloctahydropyrrolo[3,4-b]pyrroleHCID 44221716—

Reaktionsschritte

To a solution of the product of Example A6 (20.8 g, 0.86 mole) in MeOH (450 ml) was added aqueous 3N HCl (300 ml). The mixture was stirred at room temperature overnight, then concentrated to dryness at 30° C. under vacuum. The residue was treated with aqueous 1N NaOH to obtain a pH of 9-10. The mixture was concentrated to dryness. The crude material was purified by chromatography (eluting with a mixture of 10% MeOH and 1% NH4OH in dichloromethane) to provide the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 4.12-4.17 (m, 1 H) 3.31-3.43 (m, 1 H) 3.19-3.30 (m, 1 H) 3.12 (d, J=11.53 Hz, 1 H) 2.88-3.01 (m, 1 H) 2.69 (dd, J=9.49, 2.37 Hz, 1 H) 2.40-2.52 (m, 2 H) 2.33 (s, 3 H) 2.12-2.28 (m, 1 H) 1.82-1.95 (m, 1 H). MS: (M+H)+=127.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08026240B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-62d5cb83109a4e38ae1dbd49285b5333
Quellennotizuspto-grants-2011_09