Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2246550Generated: October 31, 2026

Sodium Azide → (4S)-11-[2-(azidomethyldimethylsilanyl)-ethyl]-4-ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

https://huagongshe.com/reaction/2246550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant11-(4S)-[2-(chloromethyldimethylsilanyl)-ethyl]-4-ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dioneHCID 25227497—
SolventDimethylformamideHCID 6228—
Product(4S)-11-[2-(azidomethyldimethylsilanyl)-ethyl]-4-ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dioneHCID 2526156883%

Reaction Steps

A slurry of Compound 3 (950 mg) and sodium azide (255 mg) in dry N,N-dimethylformamide (10 mL) was heated at 70° C. for 3 hours under argon. The N,N-dimethylformamide was removed from the reaction mixture under vacuum and directly eluted on a silica gel using 2% ethanol in dichloromethane to afford the required product in 83% yield (800 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687496B2
Source datasetuspto-grants-2010_03
ORD IDord-028cdaa59fb54e87ade83acf61ad8751
Source noteuspto-grants-2010_03