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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958823Generated: November 1, 2026

4-Formyl-3-methylbenzoic acid → N-((S)-3-{2-ethyl-4-[5-(4-formyl-3-methyl-phenyl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide

https://huagongshe.com/reaction/1958823

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Formyl-3-methylbenzoic acidHCID 18959543—
ReactantHCID 87208794HCID 87208794—
ReactantHCID 178436630HCID 178436630—
ProductN-((S)-3-{2-ethyl-4-[5-(4-formyl-3-methyl-phenyl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamideHCID 86650520—

Reaction Steps

The title compound was prepared in analogy to rac-N-(3-{4-[5-(3-formyl-phenyl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide, starting from 4-formyl-3-methyl benzoic acid and N—((S)-3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methyl-phenoxy]-2-hydroxy-propyl)-2-hydroxy-acetamide. LC-MS: tR=0.68 min; [M+1]+=454.26; 1H NMR (D6-DMSO): δ 1.24 (t, J=7.5 Hz, 3H), 2.36 (s, 3H), 2.78 (s, 3H), 3.23-3.30 (m, 1H), 3.41-3.48 (m, 1H), 3.72-3.81 (m, 2H), 3.84 (d, J=5.3 Hz, 2H), 3.94-4.01 (m, 1H), 5.32 (d, J=5.3 Hz, 1H), 5.56 (t, J=5.8 Hz, 1H), 7.71 (t, J=5.5 Hz, 1H), 7.82 (s, 2H), 8.08 (d, J=8.0 Hz, 1H), 8.19-8.24 (m, 2H), 10.37 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410151B2
Source datasetuspto-grants-2013_04
ORD IDord-b43a6f32592048b289f1df2d69525610
Source noteuspto-grants-2013_04