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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337893Generated: October 30, 2026

Water → HCID 89963478, compound

https://huagongshe.com/reaction/337893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 89962749HCID 89962749—
SolventDichloromethaneHCID 6344—
ProductHCID 89963478HCID 8996347862%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of the (1S*,2R*,4S*)-4-benzyloxy-2-(1-methyl-1H-pyrazol-5-yl)cyclopentanol (350 mg, 1.29 mmol) prepared in Example 98a and diisopropylethylamine (1.3 mL, 7.64 mmol) in dichloromethane (5.0 mL), chloromethyl methyl ether (0.48 mL, 6.32 mmol) was added, and the reaction solution was stirred at 40° C. for 5 hours. After allowing to cool, water (10 mL) was added to the reaction solution, and an organic layer was extracted. The thus obtained organic layer was dried over anhydrous sodium sulfate. After vacuum concentration, the residue was purified with silica gel chromatography (hexane/ethyl acetate=1:2) to yield the title compound (250 mg, 62%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889741B2
Source datasetuspto-grants-2014_11
ORD IDord-026ec30f89cf4f5aa2dda761e68fe1ea
Source noteuspto-grants-2014_11