Reacción #83740

Ecuación de reacción

2(S)-amino-3(S)-carboxy-4(R)-pentanolide

sodium hydroxide

→

2(S)-amino-3(S)-carboxy-4(R)-hydroxypentanoic acid

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISTILLATIONThe solvent mixture is distilled off
2. 2
   workup.ADDITIONacetonitrile is added to the oily residue
3. 3
   FiltraciónThe crystals which gradually form are filtered off
4. 4
   Lavadowashed with a small amount of acetonitrile
5. 5
   Otrodried under a high vacuum
6. 6
   Otro[α]D20 =-9.0° (1% in water)

Procedimiento

2.07 g of 2(S)-amino-3(S)-carboxy-4(R)-pentanolide are suspended in 10 ml of methanol and dissolved by the addition of 13 ml of 2N aqueous sodium hydroxide solution with stirring at room temperature. The solvent mixture is distilled off and acetonitrile is added to the oily residue. The crystals which gradually form are filtered off, washed with a small amount of acetonitrile and dried under a high vacuum. The disodium salt of the title compound remains behind, [α]D20 =-9.0° (1% in water). 1H-NMR (D2O): 1.21 (3H, d 6.4 Hz), 2.54 (1H, dxd 6.4 and 8.4 Hz), 3.49 (1H, d 6 Hz), 3.97 (1H, dxq 8.4 and 6.4 Hz).

Fuente