HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Cyclohexanedione, 2-acetyl-5,5-dimethyl- → HCID 178476370, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Cyclohexanedione, 2-acetyl-5,5-dimethyl- | HCID 519448 | — |
| Reactant | 4-O-(2,3,4,6-tetra-O-acetyl-alpha-D-galacto-pyranosyl)-2,3,6-tri-O-acetyl-beta-D-glucopyranosyl amine | HCID 23392841 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178476370 | HCID 178476370 | 55.2% |
Reaction Steps
A mixture of 4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl amine (157 mg, 0.24 mmol) and 2-acetyldimedone (81 mg, 0.45 mmol) in MeOH (5 ml) was refluxed for 5 h. The reaction mixture was evaporated, and the residue was purified by chromatography using CHCl3/EtOAc 1:1 as the mobile phase, to give 4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-2,3,6-tri-O-acetyl-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]-β-D-glucopyranosyl amine (27) (106 mg, 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06462183B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-03524f76bd294533918f34320899892f |
| Source note | uspto-grants-2002_10 |