Réaction #159220

ord-d7dfebb769c74b36bc058689e0b413e0

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    ConcentrationThe reaction was partially concentrated
  2. 2
    Lavagethe resulting aqueous solution was washed with ethyl acetate
  3. 3
    ExtractionThe acidic aqueous layer was extracted twice with ethyl acetate
  4. 4
    LavageThe combined organic layers were washed with brine
  5. 5
    Séchagedried (MgSO4)
  6. 6
    Concentrationconcentrated

Mode opératoire

To a solution of 6-(2-methoxycarbonylamino-3-methyl-butyryl)-5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid ethyl ester (1.31 g, 3.83 mmol) in ethanol (10 mL) was added a solution of lithium hydroxide (1M in water, 7.6 mL, 7.6 mmol). The reaction was stirred at room temperature for 30 minutes. The reaction was partially concentrated and the resulting aqueous solution was washed with ethyl acetate. The ethyl acetate layer was discarded and the aqueous layer was acidified using concentrated HCl. The acidic aqueous layer was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried (MgSO4) and concentrated to yield crude 6-(2-methoxycarbonylamino-3-methyl-butyryl)-5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid, which was used without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08822430B2uspto-grants-2014_09