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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 989519Generated: October 25, 2026

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

https://huagongshe.com/reaction/989519

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 numberUS06639076B1
Source datasetuspto-grants-2003_10
ORD IDord-11cb1c7d66fa4500a13e01441aaea8c8
Source noteuspto-grants-2003_10