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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799298Generated: October 29, 2026

Hydrochloric Acid → N-[(Benzyloxy)carbonyl]-O-(trifluoromethyl)-L-tyrosine

https://huagongshe.com/reaction/1799298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantBenzyl chloroformateHCID 10387—
Reactant(S)-2-Amino-3-(4-(trifluoromethoxy)phenyl)propanoic acid hydrochlorideHCID 69017088—
SolventSodium HydroxideHCID 14798—
ProductN-[(Benzyloxy)carbonyl]-O-(trifluoromethyl)-L-tyrosineHCID 69017443—

Reaction Steps

(2S)-2-Amino-3-[4-(trifluoromethoxy)phenyl]propanoic acid hydrochloride (3 mg) prepared in Reference Example 3 (3b) was dissolved in 0.5 N sodium hydroxide (100 μL), and then (benzyloxy)carbonyl chloride (ZCl, 5 μL) was added thereto. The resulting mixture was stirred, and then water (100 μL) was added thereto. The resulting mixture was changed to acidic with 1 N hydrochloric acid (50 μL) and extracted with ethyl acetate (300 μL) to obtain the corresponding (2S)-2-{[(benzyloxy)carbonyl]amino}-3-[4-(trifluoromethoxy)phenyl]propanoic acid. The optical purity was determined by HPLC under the following conditions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344029B2
Source datasetuspto-grants-2013_01
ORD IDord-447ef25ddde94896b942df72d3f249ab
Source noteuspto-grants-2013_01