Réaction #632041

Équation de réaction

( 25 )

(1R)-1-[((3S,4S)-2,5-Dioxo-3,4-dibenzoyloxypyrrolidinyl)-oxycarbonyloxy]-2-methylpropyl 2-methylpropanoate

3-aminopropylmethylphosphinic acid

THF

→

title compound ( 119 )

3-{[(1R)-Isobutanoyloxyisobutoxy]carbonylamino}propyl Methylphosphinic Acid

Solvants

water

Conditions de réaction

Traitement

1. 1
   AutreThe THF is removed in vacuo
2. 2
   workup.ADDITIONthe reaction mixture is diluted with methyl tert-butyl ether (250 mL)
3. 3
   Lavagewashed with 1N HCl (1×500 mL) and water (2×200 mL)
4. 4
   AutreThe organic phase is separated
5. 5
   Concentrationconcentrated in vacuo
6. 6
   Autreto leave a white solid
7. 7
   AutreThe solid is purified by flash chromatography

Mode opératoire

To a 3 L three necked round bottom flask fitted with a mechanical stirrer, temperature probe, and nitrogen inlet is added (25) (100 mmol), 3-aminopropylmethylphosphinic acid (100 mmol), THF (1 L), and water (100 mL). The suspension is stirred under a nitrogen atmosphere at 18-20° C. for 4 h during which time the reaction mixture becomes homogeneous. The THF is removed in vacuo and the reaction mixture is diluted with methyl tert-butyl ether (250 mL) and washed with 1N HCl (1×500 mL) and water (2×200 mL). The organic phase is separated and concentrated in vacuo to leave a white solid. The solid is purified by flash chromatography to afford the title compound (119) as a white solid.

Source