HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Amino-1,3-thiazole-4-carboxylic acid, N-BOC protected
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl 2-Boc-aminothiazole-4-carboxylate | HCID 7213137 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Amino-1,3-thiazole-4-carboxylic acid, N-BOC protected | HCID 1502051 | 71% |
Reaction Steps
2-tert-Butoxycarbonylamino-thiazole-4-carboxylic acid methyl ester (15.5 g, 60.01 mmol) was dissolved in 4:1 tetrahydrofuran:water (300 mL) followed by the addition of lithium hydroxide monohydrate (5.29 g, 126.07 mmol). The solution was stirred overnight at room temperature. Tetrahydrofuran was removed under vacuum and the salt was neutralized with 2.0 N aqueous hydrochloric acid. The resulting precipitate was filtered and dried to give 2-tert-butoxycarbonylamino-thiazole-4-carboxylic acid (10.4 g, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07371869B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-2e6ade06a8bf4b1e972ddff4a545d660 |
| Source note | uspto-grants-2008_05 |