Hydrochloric Acid → HCID 118204374, compound

Participants

Reaction Steps

Step 2—preparation of (S)-3-(tert-butoxycarbonylamino)-2,2-dimethoxyhexanoic acid: A solution of KOH (6.95 g, 123.9 mmol) in 100 mL water was added to a solution of Ethyl(S)-3-(tert-butoxycarbonylamino)-2,2-diethoxyhexanoate (8.6 g, 24.6 mmol) in 100 mL EtOH. Further 100 mL EtOH were added to obtain a clear solution and the mixture was stirred at room temperature for 23 hours. Dichloromethane (200 mL) and water (200 mL) were added, and the pH of the mixture was adjusted with conc. HCl from 12.5 to 2.5. The phases were separated, and the aqueous phase was extracted twice with dichloromethane (100 mL). The combined organic phases were dried over Na2SO4 and the solvent was removed in vacuo to yield 6.3 g (S)-3-(tert-butoxycarbonylamino)-2,2-diethoxyhexanoic acid (80% yield).

Provenance & Evidence