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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363580Generated: October 31, 2026

L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- → Tert-butyl(s)-4,4-dimethyl-1-oxo-1-((3ar,4s,6as)-2-(6-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-ylcarbamate

https://huagongshe.com/reaction/2363580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 83170—
Reactant(3aR,4S,6aS)-2-(6-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amineHCID 66590059—
Reactant(3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amineHCID 66591011—
ProductTert-butyl(s)-4,4-dimethyl-1-oxo-1-((3ar,4s,6as)-2-(6-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-ylcarbamateHCID 91336193—

Reaction Steps

The title compound was prepared by substituting N-(tert-butoxycarbonyl)-L-neopentylglycine for N-(tert-butoxycarbonyl)-L-leucine and (3aR,4S,6aS)-2-(6-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amine from Step A for (3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine in the procedure described in Example 221: 1H NMR (400 MHz, pyridine-d5) δ ppm 7.78 (s, 1H), 7.45 (s, 1H), 7.05 (s, 1H), 6.91 (d, J=7.3, 1H), 6.47 (d, J=8.6, 1H), 4.53 (td, J=8.3, 4.7, 1H), 4.28-4.19 (m, 1H), 3.67-3.56 (m, 2H), 3.52 (dd, J=10.9, 7.9, 1H), 3.27 (dd, J=11.0, 3.7, 1H), 2.76-2.66 (m, 2H), 2.13 (dd, J=14.3, 4.6, 1H), 2.06 (dt, J=12.8, 6.4, 1H), 1.91 (td, J=13.3, 7.9, 1H), 1.73 (dd, J=14.3, 8.0, 1H), 1.62 (dq, J=15.1, 7.7, 1H), 1.50 (s, 9H), 1.37 (qd, J=7.9, 4.9, 1H), 1.00 (s, 9H); MS (ESI+) m/z 499 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691865B2
Source datasetuspto-grants-2014_04
ORD IDord-ccad6177631b41c3a4adff7863f9124d
Source noteuspto-grants-2014_04