1-Cyclopentyl 1-aminocyclopentanecarboxylate → cyclopentyl 1-{[2-(2-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}-2,3-dihydro-1H-isoindol-5-yl)ethyl]amino}cyclopentanecarboxylate

Participants

Role	Name	HCID	Charge
Reactant	1-Cyclopentyl 1-aminocyclopentanecarboxylate	HCID 58139022	—
Reactant	2-(2-{[2,4-bis(benzyloxy)-5-(prop-1-en-2-yl)phenyl]carbonyl}-2,3-dihydro-1H-isoindol-5-yl)acetaldehyde	HCID 86686424	—
Product	cyclopentyl 1-{[2-(2-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}-2,3-dihydro-1H-isoindol-5-yl)ethyl]amino}cyclopentanecarboxylate	HCID 86686425	—

Reaction Steps

Prepared from Intermediate F and cycloleucine cyclopentyl ester. 1H NMR (300 MHz, d3-MeOD) 6.99-7.20 (4H, m), 6.26 (1H, s) 5.01 (1H, t, J=5.7 Hz), 3.38-3.67 (3H, m), 3.09 (1H, sep, J=6.8 Hz), 2.57-2.75 (4H, m), 1.37-2.15 (16H, m), 1.10 (6H, d, J=6.9 Hz) LC/MS: purity >98%, m/z 521.25 [M+H]+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09321718B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-fd31245d54894f21a51e94437d110744
Source note	uspto-grants-2016_04