tert-butyl (2S)-2-amino-3-phenylpropanoate → tert-butyl N-[2-(1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}piperidin-4-yl)ethyl]-L-phenylalaninate

Participants

Role	Name	HCID	Charge
Reactant	tert-butyl (2S)-2-amino-3-phenylpropanoate	HCID 6931633	—
Reactant	2-(1-{[2,4-Bis(benzyloxy)-5-(prop-1-en-2-yl)phenyl]carbonyl}piperidin-4-yl)acetaldehyde	HCID 86686420	—
Product	tert-butyl N-[2-(1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}piperidin-4-yl)ethyl]-L-phenylalaninate	HCID 54766973	—

Reaction Steps

Prepared from Intermediate D and L-phenylalanine tert-butyl ester. 1H NMR (300 MHz, d3-MeOD) 7.46-7.21 (5H, m), 6.95 (1H, s), 6.34 (1H, s), 4.32-4.09 (3H, m), 3.27-2.88 (6H, m), 1.84-1.63 (5H, m), 1.34 (9H, s), 1.19 (6H, d, J=7.0 Hz). LC/MS: purity 97.5%, m/z 511 [M+H]+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09321718B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-c6b1c5bb54a34429892bb8b895b2be76
Source note	uspto-grants-2016_04