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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718205Generated: October 29, 2026

(3R,4S,5R,6R)-3,4,5-Tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-on → delta-Gluconolactone

https://huagongshe.com/reaction/718205

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3R,4S,5R,6R)-3,4,5-Tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-onHCID 10994280—
SolventHeptaneHCID 8900—
Productdelta-GluconolactoneHCID 7027—

Reaction Conditions

Temperature-25 °C

Reaction Steps

A 5 L glass-lined reactor was charged with (3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)tetrahydro-2H-pyran-2-one (1.52 kg) and n-heptane (1.63 kg) and stirred for 10 min under nitrogen sparging. After sparging, the mixture was cooled to −30 to −20° C. under nitrogen atmosphere, stirred for 30 minutes, and then added to a cooled addition funnel.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193751B2
Source datasetuspto-grants-2015_11
ORD IDord-5a6f4cbafffd47f7b561d277fce36168
Source noteuspto-grants-2015_11