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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735650Generated: October 30, 2026

4-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid → (S)-4-(2-(3-(1-(benzyloxycarbonylamino)ethyl)phenylcarbamoyloxy)ethyl)-3-methylphenylboronic acid

https://huagongshe.com/reaction/735650

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acidHCID 57842684—
Reactant(S)-4-(2-(3-(1-(benzyloxycarbonylamino)ethyl)phenylcarbamoyloxy)ethyl)-3-methylphenylbromideHCID 57842764—
Product(S)-4-(2-(3-(1-(benzyloxycarbonylamino)ethyl)phenylcarbamoyloxy)ethyl)-3-methylphenylboronic acidHCID 5784283122%

Reaction Steps

Using a procedure analogous to that used to prepare 6D, 59C (2.46 g, 4.8 mmol) was reacted with 5,5′,5′-tetramethyl-[2,2′]bi[[1,3,2]dioxaborinanyl] to give 59D (560 mg, 22%) as a solid. 1H NMR (400 MHz, MeOD-d4) δ ppm 1.25-1.41 (m, J=4.39 Hz, 3 H) 2.27 (s, 3 H) 2.61 (s, 2 H) 2.92 (s, 2 H) 4.22 (s, 2 H) 4.64 (s, 1 H) 6.84-7.56 (m, 12 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592331B2
Source datasetuspto-grants-2009_09
ORD IDord-1df3b410b3774ab18886f6f3c2dcff15
Source noteuspto-grants-2009_09