2-(1-{[2,4-Bis(benzyloxy)-5-(prop-1-en-2-yl)phenyl]carbonyl}piperidin-4-yl)acetaldehyde → cyclopentyl N-[2-(1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}piperidin-4-yl)ethyl]-L-alaninate

Participants

Role	Name	HCID	Charge
Reactant	2-(1-{[2,4-Bis(benzyloxy)-5-(prop-1-en-2-yl)phenyl]carbonyl}piperidin-4-yl)acetaldehyde	HCID 86686420	—
Reactant	L-Alanine, cyclopentyl ester, 4-methylbenzenesulfonate (1:1)	HCID 86686421	—
Product	cyclopentyl N-[2-(1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}piperidin-4-yl)ethyl]-L-alaninate	HCID 54766821	—

Reaction Steps

Prepared from Intermediate D and L-alanine cyclopentyl ester tosylate. 1H NMR (300 MHz, d3-MeOD) 6.96 (1H, s), 6.34 (1H, s), 5.34 (1H, m), 4.17 (2H, m), 4.07 (1H, m), 3.19 (3H, m), 2.98 (2H, t, J=12 Hz), 1.96 (2H, m), 1.93 (11H, m), 1.56 (3H, d, J=7.2 Hz), 1.29 (2H, m), 1.18 (6H, d, J=6.9 Hz). LC/MS: purity >98%, m/z 447.25 [M+H]+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09321718B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-d09c7c2f2bfb4a1a818b1bdc696765f4
Source note	uspto-grants-2016_04