5-Formyl-4-methylthiophene-2-carboxylic acid → (2S)-N-(3-{4-[5-(5-Formyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide

HRID 1685738Notes

Reaction equation

HRID 1685738 reaction equation
[CH:1]([C:3]1[S:7][C:6]([C:8]([OH:10])=O)=[CH:5][C:4]=1[CH3:11])=[O:2].[OH:12][CH2:13][C:14]([NH:16][CH2:17][C@H:18]([OH:33])[CH2:19][O:20][C:21]1[C:26]([CH3:27])=[CH:25][C:24]([C:28](=[NH:31])[NH:29]O)=[CH:23][C:22]=1[CH3:32])=[O:15]>>[CH:1]([C:3]1[S:7][C:6]([C:8]2[O:10][N:31]=[C:28]([C:24]3[CH:23]=[C:22]([CH3:32])[C:21]([O:20][CH2:19][C@@H:18]([OH:33])[CH2:17][NH:16][C:14](=[O:15])[CH2:13][OH:12])=[C:26]([CH3:27])[CH:25]=3)[N:29]=2)=[CH:5][C:4]=1[CH3:11])=[O:2]

Participants

3

Reactant 2

HCID 532126825-Formyl-4-methylthiophene-2-carboxylic acidHCID 178426658HCID 178426658, compound

Product 1

HCID 86646441(2S)-N-(3-{4-[5-(5-Formyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide

Procedure

The title compound is prepared according to Method A starting from 5-formyl-4-methyl-thiophene-2-carboxylic acid and (S)-2-hydroxy-N-{2-hydroxy-3-[4-(N-hydroxycarbamimidoyl)-2,6-dimethyl-phenoxy]-propyl}-acetamide; LC-MS*: tR=0.77 min; [M+1]+=445.92.

Sources & evidence

ORD record
ord-80ff0d22072648fbba1f6e6279215c56
Source dataset
uspto-grants-2012_04
Patent number
US08148410B2

Reaction notes

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