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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363660Generated: November 1, 2026

L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- → HCID 66997248, compound

https://huagongshe.com/reaction/2363660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 83170—
Reactant(3aS,4R,6aR)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amineHCID 25918977—
Reactant(3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amineHCID 66591011—
ProductHCID 66997248HCID 66997248—

Reaction Steps

tert-Butyl(R)-1-((3aS,4R,6aR)-2-Benzyloctahydrocyclopenta[c]pyrrol-4-ylamino)-4-methyl-1-oxopentan-2-yl(methyl)carbamate was prepared by substituting N-(tert-butoxycarbonyl)-N-methyl-D-leucine for N-(tert-butoxycarbonyl)-L-leucine and (3aS,4R,6aR)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine from Example 16 Steps A-E for (3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine in the procedure described in Example 221: 1H NMR (500 MHz, pyridine-d5) δ ppm 8.27 (d, J=5.9 Hz, 1H), 7.45-7.40 (m, 2H), 7.38-7.32 (m, 2H), 7.27 (dd, J=10.3, 4.3 Hz, 1H), 4.45-4.33 (m, 1H), 3.59 (d, J=13.1 Hz, 1H), 3.44 (d, J=13.2 Hz, 1H), 3.07 (d, J=23.2 Hz, 3H), 2.86-2.80 (m, 1H), 2.54-2.37 (m, 3H), 2.32 (d, J=8.6 Hz, 1H), 2.27-2.18 (m, 1H), 2.13-1.98 (m, 1H), 1.94-1.86 (m, 1H), 1.88-1.71 (m, 3H), 1.57 (td, J=13.4, 6.6 Hz, 2H), 1.48 (d, J=8.9 Hz, 9H), 1.40-1.31 (m, 1H), 0.86 (dd, J=19.8, 6.5 Hz, 6H); MS (ESI+) m/z 444 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691865B2
Source datasetuspto-grants-2014_04
ORD IDord-662f7ef1ccdb4a5fb92adb581e56e9e5
Source noteuspto-grants-2014_04