Sodium Hydroxide → 4-[[5-(1,2-Dithiolan-3-yl)-1-oxopentyl]amino]butanoic acid

The reaction was effected as described in Example 49, but using 0.65 g of methyl 4-[5-(1,2-dithiolan-3yl)pentanoylamino]butanoate (prepared as described in Example 73), 13 ml of methanol and a 1N aqueous solution of sodium hydroxide. The solvent was removed from the reaction mixture by distillation under reduced pressure. Water was added to the residue. After neutralisation with 2N aqeous hydrochloric acid, the resulting mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. Ethyl acetate was removed from the extract by distillation under reduced pressure. The residue was recrystallized from ethyl acetate, to give 0.28 g of the title compound as yellow crystals, melting at 56 to 58° C.

1. customThe solvent was removed from the reaction mixture by distillation under reduced pressure
2. additionWater was added to the residue
3. extractionAfter neutralisation with 2N aqeous hydrochloric acid, the resulting mixture was extracted with ethyl acetate
4. washThe extract was washed with a saturated aqueous solution of sodium chloride
5. dry with materialdried over anhydrous sodium sulfate
6. customEthyl acetate was removed from the
7. extractionextract by distillation under reduced pressure
8. customThe residue was recrystallized from ethyl acetate

ORD record

ord-648e1b98bd0f4806844b046f565b9dda

Source dataset

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06013663