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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 726904Generated: October 26, 2026

Sulfuric Acid → N5-benzyloxycarbonyl-ornithine, t-butyl ester

https://huagongshe.com/reaction/726904

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium BicarbonateHCID 516892—
ReactantH-Orn(Z)-OHHCID 7009570—
SolventWaterHCID 962—
Solventtert-Butyl acetateHCID 10908—
ProductN5-benzyloxycarbonyl-ornithine, t-butyl esterHCID 7019766—

Reaction Conditions

Temperature10 °C

Reaction Steps

Suspend N5 -benzyloxycarbonyl-ornithine (80 g, 0.3 mol) in t-butyl acetate (250 mL) and cool to 10° C. Add p-toluenesulfonic acid (57 g, 0.3 mol) and add, by dropwise addition, concentrated sulfuric acid (80 mL). Stir at 10° C. until the reaction is complete, basify to pH 8 by adding a suspension of sodium bicarbonate in water. Extract with ethyl acetate, dry (MgSO4), and evaporate to give N5 -benzyloxycarbonyl-ornithine, t-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05710324
Source datasetuspto-grants-1998_01
ORD IDord-0c0ba7fe8a5d48b9a22bc5b03ea6e4e8
Source noteuspto-grants-1998_01