HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 14523915, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 10427623 | HCID 10427623 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 14523915 | HCID 14523915 | 85.7% |
Reaction Steps
3-O-(tert-butyldimethyl-silyl)-4,6-di-O-acetyl-D-glucal (11.9 g, 34.5 mmol) was dissolved in methanol (120 mL), then 1M solution of sodium methanolate in methanol (1 mL) was added. The reaction mixture was stirred in room temperature for 6 hours and 1M water solution of hydrochloric acid (1 mL) was added. Reaction mixture was evaporated to dryness and crude product was purified by column chromatography (SilicaGel 60 Merck), using hexanes:ethyl acetate as eluents to give 7.7 g of 3-O-(tert-butyldimethyl-silyl)-D-glucal, yield (85%), mp. 55.0-56.0° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927506B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-a6f95ece6ae640b79a2e72e9dff895a0 |
| Source note | uspto-grants-2015_01 |