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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515945Generated: November 4, 2026

Triethylamine → HCID 89650387, compound

https://huagongshe.com/reaction/515945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantL-Alanine Isopropyl EsterHCID 13089459—
ReactantHCID 15936310HCID 15936310—
SolventDichloromethaneHCID 6344—
ProductHCID 89650387HCID 8965038775.9%

Reaction Conditions

Temperature-78 °C

Reaction Steps

(S)-isopropyl 2-aminopropanoate hydrochloride (Oakwood, 500 mg, 2.98 mmol) and naphthalen-2-yl phosphorodichloridate (724 mg, 2.98 mmol) was suspended in anhydrous DCM (25 mL). The reaction was cooled to −78° C. Triethylamine (604 mg, 830 μl, 5.97 mmol) was added dropwise. The reaction mixture was stirred at −78° C. for 1 h, then allowed to warmed up to room temperature and stirred for 5 h. The solvent was removed, and the residue was washed with dry ethyl ether and filtered. The filtrate was concentrated to give crude (2S)-isopropyl 2-(chloro(naphthalen-2-yloxy)phosphorylamino)propanoate as a light yellow oil (0.8 g, 75%) and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108999B2
Source datasetuspto-grants-2015_08
ORD IDord-b1ee40ac1f434b18b18bd28bdfa3ec47
Source noteuspto-grants-2015_08