Reaktion #92696

Reaktionsgleichung

(3S)-3-amino-2-hydroxyhexanoic acid hydrochloride

hydrogen chloride dioxane

→

methyl (2R,3S)-3-amino-2-hydroxyhexanoate

methyl (2S,3S)-3-amino-2-hydroxyhexanoate

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent was evaporated under reduced pressure
2. 2
   workup.ADDITIONA saturated aqueous sodium hydrogen carbonate solution and chloroform were added
3. 3
   Sonstigea layer separation operation
4. 4
   WaschenThe organic layer was washed with saturated brine
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   Sonstigethe solvent was evaporated under reduced pressure
7. 7
   SonstigeThe residue was purified by silica gel column chromatography

Vorschrift

To a solution of 1 g of (3S)-3-amino-2-hydroxyhexanoic acid hydrochloride in 10 mL of methanol was added 10 mL of a 4 M hydrogen chloride/dioxane solution, followed by stirring overnight, and the solvent was evaporated under reduced pressure. A saturated aqueous sodium hydrogen carbonate solution and chloroform were added thereto to carry out a layer separation operation. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 425 mg of methyl (2R,3S)-3-amino-2-hydroxyhexanoate and 130 mg of methyl (2S,3S)-3-amino-2-hydroxyhexanoate.

Quelle