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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693234Generated: November 3, 2026

Sodium Azide → HCID 57827627, compound

https://huagongshe.com/reaction/1693234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
ReactantHCID 57827116HCID 57827116—
CatalystCupric acetateHCID 8895—
SolventMethanolHCID 887—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 57827627HCID 5782762714%

Reaction Steps

Sodium azide (53 mg) and copper (II)acetate (19.9 mg) were added to a solution of (±)-N,N-bis(t-butoxycarbonyl){(4aR*,7aS*)-7a-[3-chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4,4a,5,6,7,7a-hexahydrocyclopenta[d][1,3]thiazin-2-yl}amine (1.16 g) in methanol (20 mL). The mixture was stirred at room temperature for six days. Brine was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (58.0 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158620B2
Source datasetuspto-grants-2012_04
ORD IDord-a0ed706eafa144d08859403620fe7985
Source noteuspto-grants-2012_04