HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium → HCID 66980194, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium | HCID 5462222 | — |
| Reactant | [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-hydroxyoxan-2-yl]methyl acetate | HCID 11013484 | — |
| Reactant | HCID 13466187 | HCID 13466187 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66980194 | HCID 66980194 | 50% |
Reaction Steps
The solution of potassium salt of 2-nitrophenylpyruvate B2 (100 mg, 0.36 mmol) in dry DMF (3 mL) was added dropwise over a period of 15 min, to a pre-cooled stirred solution of 2,3,4,6-tetra-O-acetyl-α-D-galactose (149 mg, 0.36 mmol) in dry DMF (2 mL) at 0° C. under nitrogen atmosphere. The temperature was gradually raised to room temperature. Reaction mixture was allowed to stir for 15 h, and the reaction was quenched with chilled, saturated aq. NaCl (25 mL). Extraction with ethyl acetate (3×30 mL), drying (MgSO4), concentration under reduced pressure, and purification by flash chromatography (SiO2, hexane-benzene-acetone-methanol, 5:4:5:1) to isolate the pure resultant compound C3 in 50% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221860B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-69febd4a965244609d16845698554d11 |
| Source note | uspto-grants-2015_12 |