HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (3R,4R,5S)-3-ethoxy-4-hydroxy-5-[(1R)-1-hydroxyprop-2-en-1-yl]dihydrofuran-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (4R,4aS,7R,7aR)-7-ethoxy-2,2-dimethyl-4-vinyltetrahydro-6H-furo[3,2-d][1,3]dioxin-6-one | HCID 57617734 | — |
| Solvent | Water | HCID 962 | — |
| Product | (3R,4R,5S)-3-ethoxy-4-hydroxy-5-[(1R)-1-hydroxyprop-2-en-1-yl]dihydrofuran-2(3H)-one | HCID 57617787 | 82.4% |
Reaction Steps
2.8 ml of TFA are added to a 25 mL round-bottomed flask containing 13 mL of water and 800 mg of 50 (3.30 mmol). The medium is stirred for 2 h at RT and then the medium is diluted with 200 mL of water, frozen and freeze-dried. 550 mg of expected product 51 (flaky white solid) are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994161B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-2646850d0e81485e8268cee249ad5258 |
| Source note | uspto-grants-2011_08 |