HuagongsheHuagongshe Chemistry Print Report · For research reference only
TBAF tetrahydrofuran → 2-Amino-5-hydroxymethyl-thiazole-4-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | 2-Amino-5-(tert-butyldimethylsilyloxymethyl)-thiazole-4-carboxylic acid methyl ester | HCID 59703813 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Amino-5-hydroxymethyl-thiazole-4-carboxylic acid methyl ester | HCID 59703790 | 83.9% |
Reaction Steps
To a solution of the compound (2.03 g) obtained in Step 1 in tetrahydrofuran (40 ml) was added dropwise, with stirring under ice-cooling, 1.0M tetrabutylammonium fluoride tetrahydrofuran solution (7.38 ml). After stirring at room temperature for 1 hr, the reaction mixture was concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (ethyl acetate:methanol=9:1) to give the title compound (1.06 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017612B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-efedd6aa05994bc89e426cc4539c8ca7 |
| Source note | uspto-grants-2011_09 |