HCID 22850137, compound → 133345-69-4

A solution of 1.1 g of isobutyl P-[3-amino-2(S)-hydroxy-propyl]-P-methyl-phosphinate in 20 ml of 36% aqueous hydrochloric acid is heated to reflux for a period of 12 hours. The reaction mixture is then allowed to cool to room temperature, concentrated under reduced pressure, and co-evaporated four times with 25 ml of water. The crude material is dissolved in water, washed with ether and the aqueous layer is treated with activated charcoal. The solution is filtered hot, the filtrate is concentrated under reduced pressure, the residue dissolved in 20 ml of ethanol and treated with 1 ml of propylene oxide. The mixture is stirred until the precipitated solid is free of halogen. The solid is then filtered and recrystallised from methanol/acetone give P-[3-amino-2(S)-hydroxypropyl]-P-methyl-phosphinic acid, m.p. 221°-222.5°, 31P-NMR spectrum: δ=+38.9 ppm (D2O), [α]D25 =-6.0° (c=0.887% in H2O).

1. temperatureto reflux for a period of 12 hours
2. concentrationconcentrated under reduced pressure
3. dissolutionThe crude material is dissolved in water
4. washwashed with ether
5. additionthe aqueous layer is treated with activated charcoal
6. filtrationThe solution is filtered hot
7. concentrationthe filtrate is concentrated under reduced pressure
8. dissolutionthe residue dissolved in 20 ml of ethanol
9. additiontreated with 1 ml of propylene oxide
10. filtrationThe solid is then filtered
11. customrecrystallised from methanol/acetone

ORD record

ord-f30234dc0d584d7e8b9090d93327438a

Source dataset

uspto-grants-1994_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05281747