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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246761Generated: October 28, 2026

Water → HCID 71279282, compound

https://huagongshe.com/reaction/246761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
ReactantHCID 86678015HCID 86678015—
SolventDimethylformamideHCID 6228—
ProductHCID 71279282HCID 71279282137.6%

Reaction Steps

A solution of 5-(tert-butoxycarbonylamino)-tetrahydro-2H-pyran-3-yl methanesulfonate (90 mg, 0.3 mmol) and sodium azide (30 mg, 0.5 mmol) in 10 mL of dry N,N-dimethylformamide was heated to 100° C. for 3 h. The reaction mixture was cooled to room temperature, 40 mL of water were added, product extracted with ethyl acetate (2×50 mL), organics combined dried with sodium sulfate, filtered and concentrated to give tert-butyl 5-azido-tetrahydro-2H-pyran-3-ylcarbamate (100 mg, crude) which was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-96a66fab1dc24718bccd76bf002bb9ff
Source noteuspto-grants-2014_02