HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 18539256, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2-Trimethylsilylthiazole | HCID 588453 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Rac-tert-butyl (1r,4r)-4-formylcyclohexane-1-carboxylate | HCID 86602130 | — |
| Product | HCID 18539256 | HCID 18539256 | 50% |
Reaction Steps
2-(Trimethylsilyl)thiazole (1.0 g, 6.36 mmol) and 4-formyl-cyclohexanecarboxylic acid tert-butyl ester (1.63 g, 7.63 mmol) were stirred at room temperature for 4 hours. THF (50 mL) and TBAF (1M in THF, 7.6 mL, 7.6 mmol) were added and the mixture stirred for an additional hour. Standard work-up and purification afforded 4-(hydroxy-thiazol-2-yl-methyl)-piperidine-1-carboxylic acid tert-butyl ester as a beige syrup (940 mg, 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491735B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-7945b73da7164885b1f529f83f10f237 |
| Source note | uspto-grants-2009_02 |