Ammonium Chloride → HCID 89975550, compound
Reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCCC1.[CH3:24][S:25]([O:28][C@@H:29]([C@H:31]1[C@H:35]([CH2:36][O:37][Si](C(C)C)(C(C)C)C(C)C)[O:34][C:33]([CH3:49])([CH3:48])[O:32]1)[CH3:30])(=[O:27])=[O:26].[Cl-].[NH4+].C(=O)([O-])O.[Na+]>O1CCCC1.C(OCC)(=O)C>[CH3:24][S:25]([O:28][C@@H:29]([C@@H:31]1[C@H:35]([CH2:36][OH:37])[O:34][C:33]([CH3:48])([CH3:49])[O:32]1)[CH3:30])(=[O:26])=[O:27]Participants
Procedure
5.8 mL of a 1 mol/L tetrabutyl ammonium fluoride/tetrahydrofuran solution was added to a solution of 1.98 g of (1R)-1-((4R,5S)-2,2-dimethyl-5-(((tris(propan-2-yl)silyl)oxy)methy)-1,3-dioxolane-4-yl)ethyl methanesulfonate in 24 mL of tetrahydrofuran at a temperature of 5° C. to 10° C., and the obtained mixture was then stirred at room temperature for 20 minutes. Thereafter, a saturated ammonium chloride aqueous solution, a saturated sodium hydrogen carbonate aqueous solution and ethyl acetate were added to the reaction mixture. The organic layer was fractionated, and it was washed with a saturated sodium chloride aqueous solution and was then dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure, so as to obtain 1.8 g of (1R)-1-((4S,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-yl)ethyl methanesulfonate in the form of a colorless oily product.
Workup
- washit was washed with a saturated sodium chloride aqueous solution
- dry with materialwas then dried over anhydrous magnesium sulfate
- distillationThe solvent was distilled away under reduced pressure
Sources & evidence
- ORD record
- ord-cfc6aa440eef4d748c336565c089ec19
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09221865B2
Reaction notes
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