Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718215Generated: October 29, 2026

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

https://huagongshe.com/reaction/718215

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 Steps

A 100 mL flask was charged with (3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)tetrahydro-2H-pyran-2-one (6.54 g) and n-heptane (10.2 mL), and stirred for 10 min under argon sparging. The mixture was cooled to −20° C. to −30° C. under nitrogen atmosphere. The solution was added to a suitable cooled addition funnel and was kept ready for addition to the aryl magnesium.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193751B2
Source datasetuspto-grants-2015_11
ORD IDord-ad70a151d2654a49b969a117f327b096
Source noteuspto-grants-2015_11