Ethyl 3-(2-methoxymethylsulfanyl-imidazol-1-yl)-benzoate → 3-[3-(2-Methoxymethylsulfanyl-imidazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester

HRID 1745537Notes

Reaction equation

HRID 1745537 reaction equation
[CH3:1][O:2][CH2:3][S:4][C:5]1[N:6]([C:10]2[CH:11]=[C:12]([CH:18]=[CH:19][CH:20]=2)[C:13]([O:15]CC)=O)[CH:7]=[CH:8][N:9]=1.[C:21]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])(=[O:23])[CH3:22].[Li]>>[C:25]([O:24][C:21](=[O:23])[CH2:22][C:13]([C:12]1[CH:18]=[CH:19][CH:20]=[C:10]([N:6]2[CH:7]=[CH:8][N:9]=[C:5]2[S:4][CH2:3][O:2][CH3:1])[CH:11]=1)=[O:15])([CH3:28])([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 22224921Ethyl 3-(2-methoxymethylsulfanyl-imidazol-1-yl)-benzoateHCID 86586795Lithium Tert-butyl Acetate

Product 1

HCID 695928353-[3-(2-Methoxymethylsulfanyl-imidazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester

Procedure

Prepared from ethyl 3-(2-methoxymethylsulfanyl-imidazol-1-yl)-benzoate [prepared by esterification of 3-(2-methoxymethylsulfanyl-imidazol-1-yl)-benzoic acid [CAS-No. 108035-46-7] with conc. H2SO4 in EtOH, followed by treatment with chloromethylmethyl ether and NaH in THF/DMF] by treatment with lithium tert.-butyl acetate according to general procedure H (method b). Obtained as an orange oil (1.82 g).

Sources & evidence

ORD record
ord-b6edd5a6348d439eb5db790e3c5af95e
Source dataset
uspto-grants-2006_03
Patent number
US07018998B2

Reaction notes

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