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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022607Generated: October 29, 2026

Sodium Azide → tert-butyl (6S,7R)-6-(azidomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate

https://huagongshe.com/reaction/1022607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactanttert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-{[(methylsulfonyl)oxy]methyl}-1,4-oxazepane-4-carboxylateHCID 86663851—
SolventDimethylformamideHCID 6228—
Producttert-butyl (6S,7R)-6-(azidomethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylateHCID 8666385297.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-{[(methylsulfonyl)oxy]methyl}-1,4-oxazepane-4-carboxylate (1.43 g) in DMF (15 mL) was added sodium azide (322 mg), and the mixture was stirred at 70° C. overnight. The solvent was evaporated under reduced pressure, distilled water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The combined organic layers were washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (1.23 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722662B2
Source datasetuspto-grants-2014_05
ORD IDord-1180e6e1537843539fb1f7ecae5b9bbc
Source noteuspto-grants-2014_05