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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591328Generated: October 30, 2026

Hydrochloric Acid → (4S)-4-[4-(2-fluoroethoxy)-3-hydroxybenzyl]-L-glutamic acid

https://huagongshe.com/reaction/591328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantdi-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-[3-tert-butoxy-4-(2-fluoroethoxy)benzyl]-L-glutamateHCID 117812704—
Solvent1,4-DioxaneHCID 31275—
Product(4S)-4-[4-(2-fluoroethoxy)-3-hydroxybenzyl]-L-glutamic acidHCID 89155775—

Reaction Steps

A solution of hydrogen chloride in dioxane (0.25 ml, 4M) is added to 24 mg (0.041 mmol) di-tert-butyl (4S)—N-(tert-butoxycarbonyl)-4-[3-tert-butoxy-4-(2-fluoroethoxy)benzyl]-L-glutamate. The reaction mixture is stirred for 4 hours and stored at −25° C. over night. The reaction mixture is concentrated in vacuo. Co. 3 ml dichloro methane is added and the solution is concentrate in vacuo. The last step is repeated. The crude product is purified by HPLC (column, XBrigde, C18, 5 μm 100×30 mm, H2O+0.1% trifluoroacetic acid, acetonitrile, flow 38 mL/min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238631B2
Source datasetuspto-grants-2016_01
ORD IDord-ae9e3cdc69a64614ab44fa54cb8678d7
Source noteuspto-grants-2016_01