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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363535Generated: October 30, 2026

1-Phenylcyclopentanecarboxylic acid → N-[(3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-yl]-N,3-dimethyl-2-phenylbutanamide

https://huagongshe.com/reaction/2363535

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenylcyclopentanecarboxylic acidHCID 66167—
Reactant(3aR,4S,6aS)-2-benzyl-N-methyloctahydrocyclopenta[c]pyrrol-4-amineHCID 66591269—
Reactant(3aS*,6aR*)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amineHCID 68411161—
ProductN-[(3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-yl]-N,3-dimethyl-2-phenylbutanamideHCID 66590058—

Reaction Steps

The title compound was prepared by substituting 3-methyl-2-phenylbutanoic acid for 1-phenylcyclopentanecarboxylic acid and (3aR,4S,6aS)-2-benzyl-N-methyloctahydrocyclopenta[c]pyrrol-4-amine from Step B for (3aS*,6aR*)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine in the procedure described in Example 2: 1H NMR (300 MHz, CDCl3) δ ppm 7.59-7.41 (m, 5H), 7.39-7.16 (m, 5H), 3.64 (d, J=13.2, 1H), 3.50 (d, J=9.5, 1H), 2.69-2.52 (m, 2H), 2.50-2.33 (m, 3H), 2.25-2.15 (m, 1H), 2.05 (dd, J=6.3, 9.2, 1H), 1.88-1.67 (m, 2H), 1.34 (dd, J=13.4, 19.6, 3H), 1.08 (d, J=6.4, 3H), 1.03-0.95 (m, 1H), 0.79-0.66 (m, 6H); MS (ESI+) m/z 391 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691865B2
Source datasetuspto-grants-2014_04
ORD IDord-9dd0aab19de649a5851062993a9d59c8
Source noteuspto-grants-2014_04