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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2413043Generated: November 3, 2026

Methanol → Allyl 3-O-benzyl-2-deoxy-2-palmitamido-6-O-palmitoyl-beta-D-glucopyranoside

https://huagongshe.com/reaction/2413043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPyridineHCID 1049—
ReactantPalmitoyl chlorideHCID 8206—
Reactantallyl 3-O-benzyl-2-deoxy-2-palmitamido-beta-D-glucopyranosideHCID 18595873—
SolventChloroformHCID 6212—
ProductAllyl 3-O-benzyl-2-deoxy-2-palmitamido-6-O-palmitoyl-beta-D-glucopyranosideHCID 18595872—

Reaction Steps

To 0.38 g. of allyl 3-O-benzyl-2-deoxy-2-palmitamido-β-D-glucopyranoside (Compound 5) in 7 ml. dry pyridine at about 15° C., was added 0.3 ml. of palmitoyl chloride. After warming and holding at room temperature for 4 hours, thin layer chromatography (5% methanol in chloroform) showed the reaction to be complete. Methanol was then added and the solvent evaporated and coevaporated with toluene. Column chromatography of the residue (5% acetone in CHCl3) yielded Compound 6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04495346
Source datasetuspto-grants-1985_01
ORD IDord-0b8295809f584918be665bc4683883cc
Source noteuspto-grants-1985_01