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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745468Generated: November 1, 2026

Benzyl Bromide → N-t-Butoxycarbonyl Statine benzyl ester

https://huagongshe.com/reaction/745468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant(3S,4S)-4-((tert-Butoxycarbonyl)amino)-3-hydroxy-6-methylheptanoic acidHCID 2755962—
SolventDimethylformamideHCID 6228—
ProductN-t-Butoxycarbonyl Statine benzyl esterHCID 13961447—

Reaction Steps

Boc-Statine, 8.83 g., was dissolved in dry dimethylformamide and treated at 25° C. for 4.5 hours with 4.43 g. potassium carbonate and 3.81 ml. benzyl bromide. The mixture was concentrated in vacuo, 500 ml. ethyl acetate was added and the suspension was washed with saturated aqueous lithium chloride (2×50 ml.), water (5×50 ml.), dried magnesium sulfate, filtered and concentrated to give 11.8 g. of a yellow syrup which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04599198
Source datasetuspto-grants-1986_07
ORD IDord-b4a2aee01fc040aaab5114864d43b229
Source noteuspto-grants-1986_07