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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747106Generated: November 2, 2026

Boron → (3S)-4,4-Dimethoxytetrahydro-2H-pyran-3-ol

https://huagongshe.com/reaction/1747106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoronHCID 5462311—
Reactant4,4-Dimethoxyoxan-3-oneHCID 11848643—
Product(3S)-4,4-Dimethoxytetrahydro-2H-pyran-3-olHCID 66979040—

Reaction Steps

reacting 4,4-dimethoxydihydro-2H-pyran-3(4H)-one with a boron reducing agent and R-(+)-2-methyl-CBS-oxazaborolidine, over a period of at least six hours to provide the (S)-4,4-dimethoxytetrahydro-2H-pyran-3-ol in at least 60% enantiomeric excess, wherein the reaction is run at a temperature range from 20° C. to 60° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150532B2
Source datasetuspto-grants-2015_10
ORD IDord-e1d6037923174a4383acbdbbc3eae6d4
Source noteuspto-grants-2015_10