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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56399Generated: October 30, 2026

Hydrochloric Acid → (3S,4S)-4-azidotetrahydropyran-3-amine

https://huagongshe.com/reaction/56399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
Reactanttert-butyl ((3S,4S)-4-azidotetrahydro-2H-pyran-3-yl)carbamateHCID 118041477—
SolventDichloromethaneHCID 6344—
Product(3S,4S)-4-azidotetrahydropyran-3-amineHCID 11803657099.5%

Reaction Steps

Tert-butyl ((3S,4S)-4-azidotetrahydro-2H-pyran-3-yl)carbamate (1.5 g, 6.19 mmol) was taken up in DCM (5 ml) and 4N HCl dioxane (4.64 ml, 18.57 mmol) added. The reaction mixture was stirred at room temperature for 2 hours. The solvent was removed to give (3S,4S)-4-azidotetrahydro-2H-pyran-3-amine (1.1 g, 6.16 mmol, 99% yield) as an HCl salt. MS (ES+) C5H10N4O requires: 142, found: 143 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434700B2
Source datasetuspto-grants-2016_09
ORD IDord-abb8f001b85c4088b80703f312b18e0e
Source noteuspto-grants-2016_09