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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337972Generated: October 29, 2026

3,4-dihydro-2H-pyran → HCID 89963526, compound

https://huagongshe.com/reaction/337972

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant5-[(1R*,2S*)-2-(Benzyloxy)cyclopentyl]-1H-pyrazoleHCID 89962920—
SolventDichloromethaneHCID 6344—
ProductHCID 89963526HCID 8996352693%

Reaction Steps

A solution of the 5-[(1R,2S)-2-(benzyloxy)cyclopentyl]-1H-pyrazole (322 mg, 1.33 mmol) prepared in Example 148c, 3,4-dihydro-2H-pyran (0.728 mL, 7.98 mmol) and p-toluenesulfonic acid hydrate (50 mg, 0.266 mmol) in dichloromethane (5.0 mL) was stirred for 3 hours under reflux. After allowing to cool, the reaction solution was vacuum concentrated, and the residue was purified with silica gel chromatography (hexane/ethyl acetate=7:3) to yield the title compound (402 mg, 93%) in the form of a diastereomeric mixture as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889741B2
Source datasetuspto-grants-2014_11
ORD IDord-efaea98e3c934eec90ba12410b21867b
Source noteuspto-grants-2014_11