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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495970Generated: October 31, 2026

N-Boc-beta-bromoalanine benzyl ester → (2R)-3-bromo-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

https://huagongshe.com/reaction/495970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Boc-beta-bromoalanine benzyl esterHCID 11772725—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product(2R)-3-bromo-2-{[(tert-butoxy)carbonyl]amino}propanoic acidHCID 20828146103.3%

Reaction Steps

The N-Boc-β-bromoalanine benzyl ester (22.0 g, 61.41 mmoles) was dissolved in tetrahydrofuran (160-180 mL) and treated with 10% Pd—C (10-15% w/w). The suspension was stirred under hydrogen atmosphere overnight. The mixture was filtered and the solvents removed to afford ˜17.0 g of the Boc-β-bromoalanine free acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06943157B2
Source datasetuspto-grants-2005_09
ORD IDord-d71a78bc7c8d441787bfd223f5c85003
Source noteuspto-grants-2005_09