Polymeric lewis x saccharides and a process for their...

C - Chemistry – Metallurgy – 08 – B

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C08B 37/00 (2006.01) A61K 39/00 (2006.01) A61K 39/395 (2006.01) A61K 47/48 (2006.01) A61K 49/00 (2006.01) C07H 13/04 (2006.01) C07H 15/04 (2006.01) C07H 15/10 (2006.01) C07H 23/00 (2006.01) G01N 33/574 (2006.01)

Patent

CA 2099306

Abstract The invention relates to a process for the preparation of polymeric Lewis X saccharides of the formula Image wherein X is OC(=NH)CCl3 (TCAI), Z or S, Z is OCH2CH(NHCOCuH2u+1)CH(OH)CH=CHCvH2v+1, S is (CH2)qCOOR'', R is OH or R?g, R?g is QAc, OBn or OBz, R' is OH, OAc or OPiv R'' is C1 to C4-alkyl, Ac is acetyl, Bn is benzyl, Bz is benzoyl, Piv is pivaloyl, n is an integer from 0 to 7, q is an integer from 4 to 12, U is an inteqer from 13 to 23 and v is an integer from 11 to 17, a process for the preparation of corresponding inter- mediate products, and new polymeric Lewis X saccharides, in particular tetrameric to octameric Lewis X antigen. The polymeric saccharides can be synthesised stereoselectively in high yields.

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