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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408973Generated: October 25, 2026

Dichloromethane → (2S)-isobutyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate

https://huagongshe.com/reaction/408973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactantp-ToluenesulfonateHCID 85570—
Reactant1-DichlorophosphoryloxynaphthaleneHCID 575631—
Reactant2-methylpropyl (2S)-2-aminopropanoateHCID 13743556—
Product(2S)-isobutyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoateHCID 66778743—

Reaction Steps

Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates, the tosylate salt of (S)-isobutyl 2-aminopropanoate (2.5 g), naphthalen-1-yl phosphorodichloridate (2.06 g), TEA (2.19 mL) and DCM (50 mL) were combined to give (2S)-isobutyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate as a crude pale yellow thick oil. The crude compound was taken forward without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759318B2
Source datasetuspto-grants-2014_06
ORD IDord-01f4de3f1ec5446fa281653c52750d37
Source noteuspto-grants-2014_06