Hydrochloric Acid → HCID 15558203, compound
Reaction equation
CC1(C)[O:7][C@@H:6]2[C@@H:8]([OH:13])[C@@H:9]([OH:12])[CH2:10][O:11][C@@H:5]2[CH2:4][O:3]1.Cl.C([O-])(O)=O.[Na+]>CO.CCOC(C)=O>[OH:3][CH2:4][C@@H:5]1[C@H:6]([OH:7])[C@@H:8]([OH:13])[C@@H:9]([OH:12])[CH2:10][O:11]1Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of (−)-(4aR,7S,8S,8aR)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (22 mg, 0.10 mmol) in MeOH (2 mL) was added a solution of methanolic HCl (0.5 mL, prepared from 0.5 mL conc. HCl in 30 mL of MeOH). The solution was stirred for 1H at ambient temperature. Aqueous saturated NaHCO3 (5 mL) was added and the mixture was diluted with EtOAc (50 mL). The mixture was washed with saturated NaHCO3 (30 mL). The aqueous layer was washed with EtOAc (30 mL×2). The combined organic layers were dried over Na2SO4, and concentrated in vacuo
Workup
- washThe mixture was washed with saturated NaHCO3 (30 mL)
- washThe aqueous layer was washed with EtOAc (30 mL×2)
- dry with materialThe combined organic layers were dried over Na2SO4
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-5fe94381566d4ea9b91c118cc5987464
- Source dataset
- uspto-grants-2009_06
- Patent number
- US07550607B2
Reaction notes
Loading…