HCID 10856068, compound → HCID 14095404, compound
Reaction equation
[F:1][C@@H:2]1[C@H:9]([OH:10])[C@H:8]([OH:11])[C@H:7]([CH3:12])[O:6][C@H:3]1[O:4]C>Cl>[F:1][C@@H:2]1[C@H:9]([OH:10])[C@H:8]([OH:11])[C@H:7]([CH3:12])[O:6][CH:3]1[OH:4]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
Methy 2,6-dideoxy-2-fluoro-α-L-talopyranoside (21 mg) as prepared in Example 2 (4) given hereinbefore was dissolved in 1 ml of a mixture of 3N HCl-75% trifluoroacetic acid-water (the concentration of HCl in the whole mixture was 3N), and the resulting solution was heated at 60° C. for 1.5 hours to effect the hydrolysis. The reaction solution was then concentrated under reduced pressure to a smaller volume and the concentrated solution was admixed with a volume of water and azeotropically distilled. The residual solution was then concentrated to dryness to give 18 mg (93%) of the titled compound as a colorless solid. Specific rotation [α]D25 -21° (c 1, dioxane-water, 4:1).
Workup
- customthe hydrolysis
- concentrationThe reaction solution was then concentrated under reduced pressure to a smaller volume
- distillationazeotropically distilled
- concentrationThe residual solution was then concentrated to dryness
Sources & evidence
- ORD record
- ord-6f23eda3003f488c90decf8897128938
- Source dataset
- uspto-grants-1991_07
- Patent number
- US05034517
Reaction notes
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