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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910417Generated: October 25, 2026

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

https://huagongshe.com/reaction/910417

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 numberUS08022092B2
Source datasetuspto-grants-2011_09
ORD IDord-39f4d711492d4baca7da1391521a3f00
Source noteuspto-grants-2011_09