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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726945Generated: November 1, 2026

(3-Aminopropyl)methylphosphinic acid → 3-{[(1R)-Isobutanoyloxyisobutoxy]carbonylamino}propyl Methylphosphinic Acid

https://huagongshe.com/reaction/1726945

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3-Aminopropyl)methylphosphinic acidHCID 5230—
ReactantTetrahydrofuranHCID 8028—
Reactant(1R)-1-[((3S,4S)-2,5-Dioxo-3,4-dibenzoyloxypyrrolidinyl)-oxycarbonyloxy]-2-methylpropyl 2-methylpropanoateHCID 11663877—
SolventWaterHCID 962—
Product3-{[(1R)-Isobutanoyloxyisobutoxy]carbonylamino}propyl Methylphosphinic AcidHCID 86605104—

Reaction Conditions

Temperature19 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07494985B2
Source datasetuspto-grants-2009_02
ORD IDord-01f0d990f4ba4a8b8bab17734c888a39
Source noteuspto-grants-2009_02