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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408970Generated: October 27, 2026

Dichloromethane → (2S)-2,3-dihydro-1H-inden-2-yl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate

https://huagongshe.com/reaction/408970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactantp-ToluenesulfonateHCID 85570—
Reactant1-DichlorophosphoryloxynaphthaleneHCID 575631—
Reactant(S)-2,3-dihydro-1H-inden-2-yl 2-aminopropanoateHCID 66780036—
Product(2S)-2,3-dihydro-1H-inden-2-yl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoateHCID 6677963865%

Reaction Steps

Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates the tosylate salt of (S)-2,3-dihydro-1H-inden-2-yl 2-aminopropanoate (2.00 g, 5.30 mmol), naphthalen-1-yl phosphorodichloridate (1.38 g, 5.30 mmol) and TEA (1.48 mL, 10.60 mmol) in 30 mL of dry DCM, were combined to give (2S)-2,3-dihydro-1H-inden-2-yl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate in 65% yield (1.48 g), as a yellow, thick oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759318B2
Source datasetuspto-grants-2014_06
ORD IDord-d86dc1344eae4028b02c44fcf5a28354
Source noteuspto-grants-2014_06