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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197269Generated: October 26, 2026

Hydrochloric Acid → N-Boc-O-(4-bromophenyl)-L-serine

https://huagongshe.com/reaction/2197269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant3-(4-Bromophenoxy)-2-tert-butoxycarbonylamino-propionic acid methyl esterHCID 66661064—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-Boc-O-(4-bromophenyl)-L-serineHCID 6666091278%

Reaction Steps

To a solution of the compound obtained in step d above (22d) (1.087 g, 2.91 mmoL) in THF (40 mL) at 0° C. was added a solution of LiOH H2O (244 mg, 5.82 mmol) in water (10 mL). After being stirred for 6 h, 0.5 N HCl (5 mL) was added and the reaction was concentrated under vacuum. The residue was diluted with EtOAc and washed with brine. The combined organic layers were dried over Na2SO4 and concentrated; the residue was purified by silica gel column chromatography to give the title compound as a colourless oil (816 mg, 78% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338471B2
Source datasetuspto-grants-2012_12
ORD IDord-9182f2d9bcaf4dc082e93ae2bf8b64c6
Source noteuspto-grants-2012_12