Hydrogen Peroxide → 3-[2-(4-Methyl-imidazol-1-yl)-thiazol-4-yl]-3-oxo-propionic acid tert.-butyl ester

HRID 1062015ノート

反応式

HRID 1062015 の反応式
[CH3:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[S:8][CH:9]=[C:10]([C:12]([O:14]CC)=O)[N:11]=2)[CH:6]=1.NC1SC=C(C(OCC)=O)N=1.[H-].[Na+].N(C(C)C(OC)OC)=C=S.OS(O)(=O)=O.OO.[C:47]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])(=[O:49])[CH3:48].[Li]>CC(O)=O.CCO.CN(C=O)C>[C:51]([O:50][C:47](=[O:49])[CH2:48][C:12]([C:10]1[N:11]=[C:7]([N:5]2[CH:6]=[C:2]([CH3:1])[N:3]=[CH:4]2)[S:8][CH:9]=1)=[O:14])([CH3:54])([CH3:53])[CH3:52]

参加物

11

反応物 7

HCID 784Hydrogen PeroxideHCID 1118Sulfuric Acid2 回HCID 24758Sodium hydrideHCID 73216Ethyl 2-aminothiazole-4-carboxylateHCID 222247702-Isothiocyanato-1,1-dimethoxy-propaneHCID 22224920Ethyl 2-(4-methyl-imidazol-1-yl)-thiazole-4-carboxylateHCID 86586795Lithium Tert-butyl Acetate

生成物 1

HCID 695928423-[2-(4-Methyl-imidazol-1-yl)-thiazol-4-yl]-3-oxo-propionic acid tert.-butyl ester

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒HCID 6228Dimethylformamide溶媒

実験手順

Prepared from ethyl 2-(4-methyl-imidazol-1-yl)-thiazole-4-carboxylate [prepared from ethyl 2-amino-4-thiazolecarboxylate (CAS-No. [256420-32-3]) by the following synthetic sequence: 1.) NaH, 2-isothiocyanato-1,1-dimethoxy-propane, DMF, 23° C.; 2.) aq. H2SO4, reflux; 3.) EtOH, conc. H2SO4, 23° C.; 4.) 30% H2O2, HOAc, 23° C.] by treatment with lithium tert.-butyl acetate according to general procedure H (method b). Obtained as a brown oil (8.73 g).

出典と根拠

ORDレコード
ord-00960e9061e64752ad03e0d71aca9906
出典データセット
uspto-grants-2005_11
特許番号
US06960578B2

反応ノート

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