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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627627Generated: October 31, 2026

Tetrahydrofuran → HCID 86728099, compound

https://huagongshe.com/reaction/627627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 86728100HCID 86728100—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
ProductHCID 86728099HCID 8672809998.2%

Reaction Steps

To an argon flushed flask was added tert-butyl N-[(4aR,11bR)-3,3,11b-trimethyl-10-nitro-4,4-dioxo-5,6-dihydro-4aH-[1]benzoxepino[4,5-b][1,4]thiazin-2-yl]-N-tert-butoxycarbonyl-carbamate (1.94 g, 3.50 mmol) and THF (35 ml), followed by a slurry of palladium on carbon (0.75 g, 0.70 mmol) in EtOAc (5 ml). The gas in flask was replaced with hydrogen balloon for three times. The mixture was stirred under an atmosphere of hydrogen at room temperature overnight. The mixture was filtered through celite plug and concentrated to give tert-butyl N-[(4aR,11bR)-10-amino-3,3,11b-trimethyl-4,4-dioxo-5,6-dihydro-4aH-[1]benzoxepino[4,5-b][1,4]thiazin-2-yl]-N-tert-butoxycarbonyl-carbamate (1.80 g, 98% yield) as an off-white solid. m/z (ESI) 524.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309263B2
Source datasetuspto-grants-2016_04
ORD IDord-be2cb3f8110f4b1692e17778339699aa
Source noteuspto-grants-2016_04