3-Pyridinecarboxaldehyde → 3(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)-3-picolylamino)acetyl-amino)-4-(4,6-dichlorobenzoxazol-2-yl)-4-oxobutyric Acid

Participants

Role	Name	HCID	Charge
Reactant	3-Pyridinecarboxaldehyde	HCID 10371	—
Reactant	N-Benzylglycine ethyl ester	HCID 80908	—
Reactant	3(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-(4-(2,6-dichlorophenyl)-oxazol-2-yl)-4-oxobutyric Acid	HCID 53686139	—
Reactant	3(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-(4-(2,6-dichlorophenyl)-oxazol-2-yl)-4-hydroxybutyric Acid tert-Butyl Ester	HCID 54440848	—
Reactant	3(S)-(Allyloxycarbonyl)-amino-4-(4,6-dichorobenzoxazol-2-yl)-4-hydroxy-butyric Acid tert-Butyl Ester	HCID 131720965	—
Product	3(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)-3-picolylamino)acetyl-amino)-4-(4,6-dichlorobenzoxazol-2-yl)-4-oxobutyric Acid	HCID 53807438	—

Reaction Steps

Compound 720 was prepared by a method similar to the method used to prepare compound 710, except replacing benzaldehyde with 3-pyridinecarboxaldehyde in the preparation of 701 and replacing compound 707 with compound 718 in the preparation of 708: 1H NMR (500 MHz, CD3OD) δ 8.88-8.44 (m), 8.42-8.20 (m), 7.91-7.58 (m), 7.55-7.30 (m), 5.51 (m), 4.72-4.11 (m), 3.92-3.52 (m), 3.26-2.92 (m), 2.72-2.51 (m), 2.32-1.91 (m), 1.46-1.21 (m), 1.11-0.68 (m). ##STR99##

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05843904
Source dataset	uspto-grants-1998_12
ORD ID	ord-bd0f59eb14ab4325bf6f6d696307418d
Source note	uspto-grants-1998_12