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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528900Generated: November 4, 2026

5-(4-Bromo-phenyl)-3-methyl-4-phenethylsulfanylmethyl-isoxazole → (cis)-2-[4'-(3-Methyl-4-phenethylsulfanylmethyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/1528900

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(4-Bromo-phenyl)-3-methyl-4-phenethylsulfanylmethyl-isoxazoleHCID 66578446—
Reactant(cis)-2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclopropanecarboxylic acid ethyl esterHCID 66578588—
Product(cis)-2-[4'-(3-Methyl-4-phenethylsulfanylmethyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl esterHCID 66578863—

Reaction Steps

Prepared according to the procedure described in Example 3, Step 5, using 5-(4-bromo-phenyl)-3-methyl-4-phenethylsulfanylmethyl-isoxazole and (cis)-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclopropanecarboxylic acid ethyl ester. After the reaction the material was purified using chiral preparatory HPLC (Chiralcel AS column, 5% EtOH in hexanes, 42 minute run). The first enantiomer to come off of the column is Enantiomer A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090573B2
Source datasetuspto-grants-2015_07
ORD IDord-29cf556083e146b998f6ad2072347303
Source noteuspto-grants-2015_07