HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58386793, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 67194341 | HCID 67194341 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58386793 | HCID 58386793 | 16.7% |
Reaction Steps
To a solution of 8.7 g (18 mmol) (3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-piperidine-1-carboxylic acid benzyl ester in 200 ml THF were added 18 ml (18 mmol) of a 1M solution of tetrabutyl ammoniumfluoride in THF at 0° C. After completed addition, the mixture was allowed to warm to room temperature over night. Addition of water was followed by extraction with three portions of tert-butyl methyl ether. The combined organic extracts were dried over sodium sulfate. Flash chromatography gave 1.1 g (16%) of the title compound as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07939533B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-e5bf4cae6eea42e4bfe3ec41716e9153 |
| Source note | uspto-grants-2011_05 |