HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928682Generated: October 30, 2026
Tetrabutylammonium Fluoride → (4R,6S)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2,4-diol
https://huagongshe.com/reaction/1928682
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | (4R,6S)-4-(tert-butyldimethylsilyloxy)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2-ol | HCID 69184843 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4R,6S)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2,4-diol | HCID 25050459 | — |
Reaction Steps
To a solution of 0.47 g of (4R,6S)-4-(tert-butyldimethylsilyloxy)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2-ol (I′) in 14 mL of tetrahydrofurane, tetra-n-butylammonium fluoride in 14 mL of THF is added. After 15 minutes of stirring at 25° C., the THF is distilled off. The residue is flash chromatographed (methanol). After methanol is distilled off, the title compound is obtained as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08183397B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-46cd5973c46543229719a1a3321ceea7 |
|---|
| Source note | uspto-grants-2012_05 |
|---|
