Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968906Generated: October 31, 2026

Benzoyl Peroxide → (2s)-n-{(1s,3s,4s)-1-Benzyl-4-{[(2,6-dimethylphenoxy)acetyl]amino}-3-[1-(ethylthio)ethoxy]-5-phenylpentyl}-3-methyl-2-(2-oxotetrahydropyrimidin-1(2h)-yl)butanamide

https://huagongshe.com/reaction/1968906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl PeroxideHCID 7187—
ReactantEthyl sulfideHCID 9609—
ReactantLopinavirHCID 92727—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product(2s)-n-{(1s,3s,4s)-1-Benzyl-4-{[(2,6-dimethylphenoxy)acetyl]amino}-3-[1-(ethylthio)ethoxy]-5-phenylpentyl}-3-methyl-2-(2-oxotetrahydropyrimidin-1(2h)-yl)butanamideHCID 4263779461%

Reaction Steps

To a solution of the compound of Example 3 (0.50 g, 0.80 mmol) and ethyl sulfide (2.1 mL) in acetonitrile (6 mL) at 0° C. was added benzoyl peroxide (1.16 g) in three portions over 3 hours. The reaction was diluted with ethyl acetate and washed with 10% Na2CO3 and brine. The organic was dried over MgSO4, filtered and evaporated. The residue was chromatographed on silica gel eluting with a gradient of 50-100% ethyl acetate in chloroform to give the title compound (0.36 g, 61% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426388B2
Source datasetuspto-grants-2013_04
ORD IDord-6db99bc07bc646aeac3fdba2ba0967a3
Source noteuspto-grants-2013_04