HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → 3-[2-(4-Methyl-imidazol-1-yl)-thiazol-4-yl]-3-oxo-propionic acid tert.-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 2-aminothiazole-4-carboxylate | HCID 73216 | — |
| Reactant | 2-Isothiocyanato-1,1-dimethoxy-propane | HCID 22224770 | — |
| Reactant | Ethyl 2-(4-methyl-imidazol-1-yl)-thiazole-4-carboxylate | HCID 22224920 | — |
| Reactant | Lithium Tert-butyl Acetate | HCID 86586795 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-[2-(4-Methyl-imidazol-1-yl)-thiazol-4-yl]-3-oxo-propionic acid tert.-butyl ester | HCID 69592842 | — |
Reaction Steps
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).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06509328B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-4ef558364bd64e51a1cb9298e550e8c5 |
| Source note | uspto-grants-2003_01 |