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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718207Generated: October 29, 2026

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

https://huagongshe.com/reaction/718207

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-26 °C

Reaction Steps

All procedures except those explicitly stated were carried out under nitrogen. (3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)tetrahydro-2H-pyran-2-one (15.114 kg) was charged to a 40 L cryogenic reactor and heptane mixture of isomers (26 L, petroleum ether 90-100° C. fraction) was added and the solution was cooled to −26° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193751B2
Source datasetuspto-grants-2015_11
ORD IDord-7a14e9fbca1e4143bac534b7bdf200ef
Source noteuspto-grants-2015_11