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

HRID 1958822Notes

Reaction equation

HRID 1958822 reaction equation
C(C1C=C(C2O[N:12]=[C:11]([C:14]3[CH:29]=[C:28]([CH3:30])[C:17]([O:18][CH2:19][CH:20]([OH:27])[CH2:21][NH:22][C:23](=[O:26])[CH2:24][OH:25])=[C:16]([CH3:31])[CH:15]=3)[N:10]=2)C=CC=1)=O.[CH:32]([C:34]1[CH:42]=[CH:41][C:37]([C:38]([OH:40])=O)=[CH:36][C:35]=1[CH3:43])=[O:33].OCC(NCC(O)COC1C(C)=CC(C(=N)NO)=CC=1C)=O>>[CH:32]([C:34]1[CH:42]=[CH:41][C:37]([C:38]2[O:40][N:12]=[C:11]([C:14]3[CH:15]=[C:16]([CH3:31])[C:17]([O:18][CH2:19][CH:20]([OH:27])[CH2:21][NH:22][C:23](=[O:26])[CH2:24][OH:25])=[C:28]([CH3:30])[CH:29]=3)[N:10]=2)=[CH:36][C:35]=1[CH3:43])=[O:33]

Participants

4

Reactant 3

HCID 189595434-Formyl-3-methylbenzoic acidHCID 87208794HCID 87208794, compoundHCID 178426660HCID 178426660, compound

Product 1

HCID 87208816Rac-n-(3-{4-[5-(4-formyl-3-methyl-phenyl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide

Procedure

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 rac-2-hydroxy-N-{2-hydroxy-3-[4-(N-hydroxycarbamimidoyl)-2,6-dimethyl-phenoxy]-propyl}-acetamide.

Sources & evidence

ORD record
ord-53164e962fbb40b7af8c1d3652ddab8e
Source dataset
uspto-grants-2013_04
Patent number
US08410151B2

Reaction notes

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