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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092580Generated: November 1, 2026

L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- → Tert-butyl(s)-1-((3ar,4r,6as)-2-benzyloctahydrocyclopenta[c]pyrrol-4-ylamino)-4-methyl-1-oxopentan-2-yl(methyl)carbamate

https://huagongshe.com/reaction/1092580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 83170—
Reactant(3AR,4R,6AS)-2-Benzyloctahydrocyclopenta[C]pyrrol-4-amineHCID 59011519—
Reactant(3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amineHCID 66591011—
ProductTert-butyl(s)-1-((3ar,4r,6as)-2-benzyloctahydrocyclopenta[c]pyrrol-4-ylamino)-4-methyl-1-oxopentan-2-yl(methyl)carbamateHCID 66590501—

Reaction Steps

The title compound was prepared by substituting N-(tert-butoxycarbonyl)-N-methyl-L-leucine for N-(tert-butoxycarbonyl)-L-leucine and (3aR,4R,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine from Step A of Example 240 for (3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine in the procedure described in Example 221: 1H NMR (400 MHz, pyridine-d5, temperature 90° C.) δ ppm 7.40-7.43 (m, 2H), 7.31-7.37 (m, 3H), 7.23-7.30 (m, 1H), 4.82-4.89 (m, 1H), 4.35-4.42 (m, 1H), 3.35 (d, J=12.9 Hz, 1H), 2.95 (s, 3H), 2.68-2.78 (m, 2H), 2.42-2.50 (m, 1H), 2.26-2.36 (m, 3H), 1.89 (ddd, J=14.1, 8.2, 5.9 Hz, 1H), 1.71-1.82 (m, 2H), 1.60-1.70 (m, 3H), 1.48-1.51 (m, 1H), 1.48 (s, 9H), 1.22-1.35 (m, 1H), 0.88-0.98 (m, 6H); MS (ESI+) m/z 444 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129417B2
Source datasetuspto-grants-2012_03
ORD IDord-f58f668e667f45aa9048dcd5cc195fca
Source noteuspto-grants-2012_03