HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3R,4S,5R,6R)-3,4,5-Tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-on → delta-Gluconolactone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3R,4S,5R,6R)-3,4,5-Tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-on | HCID 10994280 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | delta-Gluconolactone | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193751B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-ad70a151d2654a49b969a117f327b096 |
| Source note | uspto-grants-2015_11 |