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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985968Generated: October 30, 2026

Water → HCID 70401471, compound

https://huagongshe.com/reaction/985968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantOctadecylamineHCID 15793—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
SolventIsopropanolHCID 3776—
ProductHCID 70401471HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04710491
Source datasetuspto-grants-1987_12
ORD IDord-5b844e3596b142c088c68f1f25414ff0
Source noteuspto-grants-1987_12