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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745346Generated: October 30, 2026

Ethanol → (S)-3-[[[2-phthalimido-3-phenylpropyl]ethoxyphosphinyl]amino]-2-oxo-1-piperidineacetic acid, ethyl ester

https://huagongshe.com/reaction/745346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTriethylamineHCID 8471—
ReactantPhosphorus pentachlorideHCID 24819—
Reactant(S)-3-Amino-2-oxo-1-piperidineacetic acid, Ethyl esterHCID 13556450—
Reactant(2-Phthalimido-3-phenylpropyl)phosphonic acidHCID 13556465—
SolventBenzeneHCID 241—
SolventDichloromethaneHCID 6344—
Product(S)-3-[[[2-phthalimido-3-phenylpropyl]ethoxyphosphinyl]amino]-2-oxo-1-piperidineacetic acid, ethyl esterHCID 86740219—

Reaction Steps

A suspension of (2-phthalimido-3-phenylpropyl)phosphonic acid in dry benzene is treated with phosphorus pentachloride and stirred at room temperature under argon for an hour. The mixture is then refluxed for 15 minutes, cooled and evaporated to dryness at room temperature (0.5 mm. of Hg). The residue is taken up in dry methylene chloride and reacted successively with a mixture of ethanol (1 eq.) and triethylamine (1 eq.) in methylene chloride and (S)-3-amino-2-oxopiperidineacetic acid, ethyl ester according to the procedure of Example 1(g). Work up of the reaction mixture according to the procedure of Example 1(g) yields (S)-3-[[[2-phthalimido-3-phenylpropyl]ethoxyphosphinyl]amino]-2-oxo-1-piperidineacetic acid, ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04598071
Source datasetuspto-grants-1986_07
ORD IDord-d00d017d5d254a08a38a19cc31a2b878
Source noteuspto-grants-1986_07