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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612508Generated: October 26, 2026

Trifluoroacetic acid → (2R)-3-benzyloxy-2-aminopropanoic acid methyl ester

https://huagongshe.com/reaction/1612508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAnisoleHCID 7519—
ReactantSodium BicarbonateHCID 516892—
Reactantmethyl (2R)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoateHCID 54103156—
SolventDichloromethaneHCID 6344—
Product(2R)-3-benzyloxy-2-aminopropanoic acid methyl esterHCID 13635389—

Reaction Steps

To a solution of tert-butyloxycarbonyl-O-benzyl-D-serine methyl ester (BF8-EZ0-275) (5.0 g, 16 mmol) stirring in dichloromethane (40 mL) and anisole (1 ml) at 0° C. was added trifluoroacetic acid (10 mL). After 4 h at room temperature, a saturated aqueous solution of sodium bicarbonate was added and the resulting mixture extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sufate, and concentrated. The crude product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06992097B2
Source datasetuspto-grants-2006_01
ORD IDord-d7781e61468c44ec8ef5920aeeb48053
Source noteuspto-grants-2006_01