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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301265Generated: October 30, 2026

1-Amino-2-methylpropylphosphonic acid, (R)- → (R)-[1-(4'-Chlorobiphenyl-4-sulfonylamino)2-methylpropyl]-phosphonic Acid

https://huagongshe.com/reaction/2301265

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Amino-2-methylpropylphosphonic acid, (R)-HCID 2734887—
Reactant4'-Chlorobiphenyl-4-sulfonyl chlorideHCID 2794745—
SolventTetrahydrofuranHCID 8028—
SolventSodium HydroxideHCID 14798—
Product(R)-[1-(4'-Chlorobiphenyl-4-sulfonylamino)2-methylpropyl]-phosphonic AcidHCID 9822461—

Reaction Conditions

Temperature22 °C

Reaction Steps

250 mg (1.6 mmol) of (R)-(1-amino-2-methylpropyl)phosphonic acid were dissolved in 6 ml of a 1 M NaOH and 6 ml of tetrahydrofuran. 560 mg (1.96 mmol) of 4-chlorobiphenyl-4′-sulfonyl chloride were then added and the mixture was stirred at 22° C. overnight. The reaction mixture was concentrated, acidified with 2 M HCl and extracted with ethyl acetate. The 4-chlorobiphenyl4′-sulfonic acid resulting as a by-product precipitated and was separated off. After drying and concentrating the ethyl acetate phase, a solid was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06500811B2
Source datasetuspto-grants-2002_12
ORD IDord-96ac817d95d9432eb8b1d9157ebe945e
Source noteuspto-grants-2002_12