HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 2-((tert-butoxycarbonyl)amino)-1,3-thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 2-aminothiazole-4-carboxylate | HCID 73216 | — |
| Reactant | Tert-butyldicarbonate | HCID 22064466 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 2-((tert-butoxycarbonyl)amino)-1,3-thiazole-4-carboxylate | HCID 22280595 | 94.9% |
Reaction Steps
1.39 g of tert-butyl dicarbonate was added to a solution in which 1.00 g of ethyl 2-amino-1,3-thiazole-4-carboxylate, 0.88 g of triethylamine, and 0.07 g of DMAP were dissolved in THF, under ice cooling. Then, after the reaction mixture was stirred at room temperature for 1 hr, it was poured into water and extracted with ethyl acetate. The organic layer was washed with an aqueous 2N-hydrochloric acid solution and dried over anhydrous magnesium sulfate. After distilling off the solvent, the obtained crude product was washed with a mixed solvent of hexane and t-butyl methyl ether to obtain 1.5 g of the aimed ethyl 2-(tert-butoxycarbonyl)amino-1,3-thiazole-4-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07799738B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-f4d7104bb08846949c12a60010d19e47 |
| Source note | uspto-grants-2010_09 |