alpha,alpha-Dimethylglycine cyclopentyl ester → cyclopentyl N-[2-(1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}piperidin-4-yl)ethyl]-2-methylalaninate

Participants

Role	Name	HCID	Charge
Reactant	alpha,alpha-Dimethylglycine cyclopentyl ester	HCID 59622352	—
Reactant	2-(1-{[2,4-Bis(benzyloxy)-5-(prop-1-en-2-yl)phenyl]carbonyl}piperidin-4-yl)acetaldehyde	HCID 86686420	—
Product	cyclopentyl N-[2-(1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}piperidin-4-yl)ethyl]-2-methylalaninate	HCID 54767291	—

Reaction Steps

Prepared from Intermediate D and α,α-dimethylglycine cyclopentyl ester. 1H NMR (300 MHz, d3-MeOD) 6.96 (1H, s), 6.34 (1H, s), 5.26-5.39 (1H, m), 4.29 (2H, br. s.), 3.28 (1H, br. s.), 3.18 (1H, dt, J=13.6, 6.8 Hz), 3.03-3.12 (2H, m), 2.98 (2H, t, J=12.4 Hz), 1.64-2.01 (11H, m), 1.59 (6H, s), 1.24-1.38 (3H, m), 1.19 (6H, d, J=7.0 Hz) LC/MS: purity 97%, m/z 461 [M+H]+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09321718B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-3c54ef227f12412894e3950eb3be9a22
Source note	uspto-grants-2016_04