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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242568Generated: October 27, 2026

(S)-3-Hydroxy-3-phenylpropionic acid → (3EZ,5S)-1-([1,1'-biphenyl]-4-ylcarbonyl)-5-{5-[(2S)-2-hydroxy-2-phenylethyl]-1,2,4-oxadiazol-3-yl]-3-pyrrolidinone O-methyloxime

https://huagongshe.com/reaction/1242568

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-Hydroxy-3-phenylpropionic acidHCID 2735057—
Reactant(2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-N'-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamideHCID 90995821—
Product(3EZ,5S)-1-([1,1'-biphenyl]-4-ylcarbonyl)-5-{5-[(2S)-2-hydroxy-2-phenylethyl]-1,2,4-oxadiazol-3-yl]-3-pyrrolidinone O-methyloximeHCID 58714574—

Reaction Steps

Following the general method as outlined in Example 15, starting from (2S,4EZ)-1-([1,1′-biphenyl]-4-ylcarbonyl)-N′-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamide (Intermediate 8) and (3S)-3-hydroxy-3-phenylpropanoic acid, the title compound was obtained in 89% purity by HPLC. MS(ESI+): m/z=483.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115639B2
Source datasetuspto-grants-2006_10
ORD IDord-b363f2f969164d17909ee4023307bb6a
Source noteuspto-grants-2006_10