HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane → 2-Amino-1,3-thiazole-4-carboxylic acid, N-BOC protected
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Ethyl 2-((tert-butoxycarbonyl)amino)-1,3-thiazole-4-carboxylate | HCID 22280595 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Amino-1,3-thiazole-4-carboxylic acid, N-BOC protected | HCID 1502051 | 91.4% |
Reaction Steps
A mixture of 1.00 g of ethyl 2-(tert-butoxycarbonyl)amino-1,3-thiazole-4-carboxylate, 0.46 g of lithium hydroxide monohydrate, 10 mL of water and 10 mL of 1,4-dioxane was stirred at room temperature for 6 hrs. After the reaction mixture was diluted with water, it was washed with ethyl acetate. The separated aqueous phase was acidified with an aqueous 2N-hydrochloric acid solution and the precipitated crude product was washed with water and dried to obtain 0.82 g of the aimed 2-(tert-butoxycarbonyl)amino-1,3-thiazole-4-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07799738B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-27eeb09cc7bd4f5f9156bb6ccab176a0 |
| Source note | uspto-grants-2010_09 |