ALPHA-GLYCOSYL CERAMIDE DERIVATIVE

NEW MATERIAL:A compound shown by formula I [one of R1 and R2 is H and the other is OH; one of R3 and R4 is H and the other is OH or hexapyranosyl of (1 4) bond; X1 and X2 are H or bonded to form double bond; n is 10-25]. EXAMPLE:2-Azido-2-deoxy-3,4,6-tri-O-acetyl-alpha-D-galactopyranosyl 1-1(3-O-ben...

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Hauptverfasser: KATO TAKAO, NAKANO KOICHI, HASHIMOTO HIRONOBU, KANAKI REIJI
Format: Patent
Sprache:eng
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Zusammenfassung:NEW MATERIAL:A compound shown by formula I [one of R1 and R2 is H and the other is OH; one of R3 and R4 is H and the other is OH or hexapyranosyl of (1 4) bond; X1 and X2 are H or bonded to form double bond; n is 10-25]. EXAMPLE:2-Azido-2-deoxy-3,4,6-tri-O-acetyl-alpha-D-galactopyranosyl 1-1(3-O-benzoyl) ceramide. USE:An antigen for sensitization. PREPARATION:Triphenylphosphine is added to azide part of an alpha-(2-azido-2- deoxyhexopyranosyl) ceramide derivative shown by formula II (one of R1 and R2 is H and the other is lower acyloxy; R6 is lower acyl; R7 is OH-protecting group), the resultant compound is hydrolyzed to convert the azide group to an amino group, the amino group is acetylated, the protecting group R7 is eliminated and the lower acyloxy group is converted into OH.