1,1'-Biphenyl-4-yl-boronic acid → (2S)-2-{[(R)-[4-(1,1'-biphenyl-4-ylcarbonyl)phenyl](phenyl)methyl]oxy}-N-(cyanomethyl)-4-methylpentanamide

Participants

Role	Name	HCID	Charge
Reactant	1,1'-Biphenyl-4-yl-boronic acid	HCID 151253	—
Reactant	(2S)-2-{[(R)-(4-bromophenyl)(phenyl)methyl]oxy}-N-(cyanomethyl)-4-methylpentanamide	HCID 10319660	—
Reactant	Ethyl acetate hexane	HCID 21226206	—
Product	(2S)-2-{[(R)-[4-(1,1'-biphenyl-4-ylcarbonyl)phenyl](phenyl)methyl]oxy}-N-(cyanomethyl)-4-methylpentanamide	HCID 10098044	—

Reaction Steps

Using the same procedures as described for the example 50, (2S)-2-{[(R)-(4-bromophenyl)(phenyl)methyl]oxy}-N-(cyanomethyl)-4-methylpentanamide (105 mg, 0.253 mmol) was reacted with 1,1′-biphenyl-4-ylboronic acid (50 mg, 0.253 mmol, 1 eg) to give the title compound after chromatography with 20% EtOAc/hexane.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07279478B2
Source dataset	uspto-grants-2007_10
ORD ID	ord-bd4603a552584fde92e0cc5c56cf4186
Source note	uspto-grants-2007_10