Glyoxylic acid, monohydrate → 2-(1-(bis(tert-Butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(4-(3-((tert-butoxycarbonyl(methyl)amino)methyl)-4-(isopropylsulfonyl)phenylamino)-4-oxobutyl)phenyl)acetic acid

Participants

Role	Name	HCID	Charge
Reactant	Glyoxylic acid, monohydrate	HCID 15620607	—
Reactant	4-(4-(3-((tert-Butoxycarbonyl(methyl)amino)methyl)-4-(isopropylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid	HCID 57842719	—
Reactant	tert-butyl N-(6-aminoisoquinolin-1-yl)-N-[(tert-butoxy)carbonyl]carbamate	HCID 58717298	—
Product	2-(1-(bis(tert-Butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(4-(3-((tert-butoxycarbonyl(methyl)amino)methyl)-4-(isopropylsulfonyl)phenylamino)-4-oxobutyl)phenyl)acetic acid	HCID 57842755	—

Reaction Steps

Using a procedure analogous to that used to prepare 2D, 18C (0.151 g, 0.28 mmol) was reacted with Intermediate 1 (0.101 g, 0.28 mmol) and glyoxylic acid monohydrate (0.026 g, 0.28 mmol) to give, after purification by reverse phase HPLC, 18D (168 mg, 66%) as a yellow glass.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07592331B2
Source dataset	uspto-grants-2009_09
ORD ID	ord-f66eb81b81944c32adb50bedf8a85693
Source note	uspto-grants-2009_09