HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 70401471, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Octadecylamine | HCID 15793 | — |
| Reactant | (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal | HCID 107526 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 70401471 | HCID 70401471 | — |
Reaction Steps
90 g of D-glucose and 135 g of octadecylamine were heated at 50° C. in 1,000 ml of 2-propanol and 500 ml of water, with stirring, until a clear solution was formed. The solution was then left at room temperature overnight. The product was now filtered off with suction, washed with alcohol and ether, dried and, finally, recrystallized from ethanol/THF. 10 g of this N-octadecyl-β-D-glucopyranosylamine were suspended in 80 ml of THF and, after addition of 10 g of sodium carbonate, 7 g of oleoyl chloride in 10 ml of THF were added dropwise. After quantitative reaction (TLC in CH2Cl2 /CH3OH=13/1), the product was worked up as described in Example 12. Column purification with the eluting agent CH2Cl2 /CH3OH=13/1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04710491 |
| Source dataset | uspto-grants-1987_12 |
| ORD ID | ord-5b844e3596b142c088c68f1f25414ff0 |
| Source note | uspto-grants-1987_12 |