Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 540975Generated: October 26, 2026

1-Phenethylamine, (+)- → (R)-1-phenylethanaminium (1S,3aR,6aS)-2(t-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylate

https://huagongshe.com/reaction/540975

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenethylamine, (+)-HCID 643189—
Reactant2-(Tert-butoxycarbonyl)octahydrocyclopenta[C]pyrrole-1-carboxylic acidHCID 53249646—
SolventEthyl AcetateHCID 8857—
Product(R)-1-phenylethanaminium (1S,3aR,6aS)-2(t-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylateHCID 87377471—

Reaction Conditions

Temperature23.5 °C

Reaction Steps

To a solution of racemic N-t-butyloxycarbonyl-3-azabicyclo[3.3.0]octane-2-carboxylic acid (4.66 g) in ethyl acetate (100 mL) was added (R)-α-methylbenzylamine (56.7 g) and the solution was stirred for 16 hr at 22-25° C. The mixture was filtered and the solids were rinsed with ethyl acetate. The solids were dried at 20-30° C. under vacuum for 4 hours to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871904B2
Source datasetuspto-grants-2014_10
ORD IDord-b9763a2853234a869dd24a641a9f82f1
Source noteuspto-grants-2014_10