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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1655293Generated: October 30, 2026

(S)-3-(Biphenyl-4-yl)-2-[(diphenylphosphonomethyl)-amino]-propionic acid benzyl ester → (S)-3-(biphenyl-4-yl)-2-[(diphenylphosphonomethyl)-amino]-propionic acid

https://huagongshe.com/reaction/1655293

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-(Biphenyl-4-yl)-2-[(diphenylphosphonomethyl)-amino]-propionic acid benzyl esterHCID 54430803—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product(S)-3-(biphenyl-4-yl)-2-[(diphenylphosphonomethyl)-amino]-propionic acidHCID 44285478—

Reaction Steps

(S)-3-(Biphenyl-4-yl)-2-[(diphenylphosphonomethyl)-amino]-propionic acid benzyl ester (0.8 g, 1.38 mmol) is dissolved in ethyl acetate (25 mL) and treated with hydrogen (50 lbs) in a Parr apparatus in the presence of 10% palladium on carbon (0.8 g). After uptake of 1 mole, the catalyst is filtered off and the solvent is evaporated in vacuo. The solid residue is recrystallized at 0° from ethyl acetate/hexane. After being dried under high vacuum at 50°, (S)-3-(biphenyl-4-yl)-2-[(diphenylphosphonomethyl)-amino]-propionic acid is obtained as a white solid, m.p. 118°-119°; [α]405 =+9.49 (c 1.01, CHCl3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05250522
Source datasetuspto-grants-1993_10
ORD IDord-dcecc7d4dc9f42d5b64cfac901fbafb6
Source noteuspto-grants-1993_10