Reaktion #10522

ord-300496268f1a4ca7a2622d242dab1799

Reaktionsgleichung

CC(C)(C)OC(=O)N[C@@H]1C[C@@H]2CC[C@@H](C#N)N2C1=O
tert-butyl ((2R,5S,7aS)-5-cyano-3-oxohexahydropyrrolizin-2-yl)carbamate
CSc1ccccc1
thioanisole
O=C(O)C(F)(F)F
trifluoroacetic acid
→
N#C[C@@H]1CC[C@H]2C[C@@H](N)C(=O)N21.O=C(O)C(F)(F)F
(3S,6R,7aS)-6-amino-5-oxohexahydropyrrolizine-3-carbonitrile trifluoroacetate

Edukte

CC(C)(C)OC(=O)N[C@@H]1C[C@@H]2CC[C@@H](C#N)N2C1=O
tert-butyl ((2R,5S,7aS)-5-cyano-3-oxohexahydropyrrolizin-2-yl)carbamate
CSc1ccccc1
thioanisole
O=C(O)C(F)(F)F
trifluoroacetic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe solvents were then removed in vacuo

Vorschrift

80 mg of tert-butyl ((2R,5S,7aS)-5-cyano-3-oxohexahydropyrrolizin-2-yl)carbamate were C reacted with 10% thioanisole in 1 ml of trifluoroacetic acid for 30 min. The solvents were then removed in vacuo, and the residue was stirred with diusopropyl ether.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07094800B2uspto-grants-2006_08