Boronic Acid → 4-(4-(3-((tert-Butoxycarbonyl(methyl)amino)methyl)-4-(isopropylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid

Participants

Role	Name	HCID	Charge
Reactant	Boronic Acid	HCID 61668	—
Reactant	Bis(neopentyl glycolato)diboron	HCID 2734316	—
Reactant	tert-Butyl 5-(4-(4-bromophenyl)butanamido)-2-(isopropylsulfonyl)benzyl(methyl)carbamate	HCID 57842659	—
Reactant	4-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid	HCID 57842684	—
Product	4-(4-(3-((tert-Butoxycarbonyl(methyl)amino)methyl)-4-(isopropylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid	HCID 57842719	80%

Reaction Steps

Using a procedure analogous to that used to prepare 6D, 18B (0.660 g, 1.17 mmol) was coupled to 5,5,5′,5′-tetramethyl-[2,2′]bi[[1,3,2]dioxaborinanyl] (0.290 g, 1.28 mmol) and then hydrolyzed to the free boronic acid to give 18C (0.476 g, 80%) as a white solid. MS (ESI) m/z 533.0 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07592331B2
Source dataset	uspto-grants-2009_09
ORD ID	ord-6fe744c2e1e04c33bd30f21e336638b8
Source note	uspto-grants-2009_09