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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784251Generated: November 2, 2026

Sodium Carbonate → 3-(2'-benzyloxy-biphenyl-4-yl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid

https://huagongshe.com/reaction/1784251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2-(Benzyloxy)phenyl)boronic acidHCID 2773253—
Reactant3-(2'-Benzyloxy-biphenyl-4-yl)-2-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl esterHCID 68860691—
Reactant3-(4-bromo-phenyl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl esterHCID 68862812—
CatalystHCID 178418397HCID 178418397—
Product3-(2'-benzyloxy-biphenyl-4-yl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acidHCID 5759143895.3%

Reaction Steps

The methyl ester of the title compound was prepared by coupling of the 3-(4-bromo-phenyl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl ester (1.24 mmol, 0.600 g) and 2-benzyloxyphenyl boronic acid (2.48 mmol, 0.567 g) with Pd (PPh3)4 (0.124 mmol, 0.143 g) as catalyst and Na2CO3 (3.732 mmol) as per Procedure D. The resulting 3-(2′-Benzyloxy-biphenyl-4-yl)-2-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl ester (0.430 g) was then hydrolyzed as per Procedure C to yield the title compound (0.400 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501538B2
Source datasetuspto-grants-2009_03
ORD IDord-d0936e14042a432d8d096e61ad02b1e7
Source noteuspto-grants-2009_03