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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335250Generated: October 30, 2026

Triacetoxyperiodinane → tert-Butyl 4-(3-chloro-2-oxopropyl)-3-oxopiperazine-1-carboxylate

https://huagongshe.com/reaction/335250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantTert-butyl 4-(3-chloro-2-hydroxypropyl)-3-oxopiperazine-1-carboxylateHCID 66995243—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 4-(3-chloro-2-oxopropyl)-3-oxopiperazine-1-carboxylateHCID 8663153318.31%

Reaction Steps

In a 125 ml round-bottom flask equipped with a magnetic stirrer tert-butyl 4-(3-chloro-2-hydroxypropyl)-3-oxopiperazine-1-carboxylate (3.30 g, 11.3 mmol) was dissolved in acetonitrile (10 ml) and Dess-Martin periodinane (5.26 g, 12.4 mmol) was added. After agitating for 3 hours the mixture was diluted with ethyl acetate (100 ml) and washed with sodium bicarbonate and brine, dried and evaporated. Purified by column chromatography and eluting with 3% MeOH/CH2Cl2 to give the title compound (0.600 g, 18.31% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883828B2
Source datasetuspto-grants-2014_11
ORD IDord-0a4e08aec14b4ab6a41253a366cea821
Source noteuspto-grants-2014_11