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US 2012/0071441 A1Published application
6'-sialyllactose salts and process for their synthesis and for the synthesis of other alpha-sialyloligosaccharides
AssigneeInalco S.p.A.
InventorsGiancarlo Tamerlani, Ilaria Lombardi, Debora Bartalucci, Andrea Danesi, Liana Salsini, Marco Manoni, Giovanni Cipolletti
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Abstract
The present invention relates to a process of synthesis of α-sialyl oligosaccharides and in particular of 6′-sialyllactose and its salts comprising a step of coupling by Koenigs-Knorr reaction under conditions that allow its use on an industrial scale.
Claims10
A Compound of formula (Ib)
- wherein Mn+ is chosen from the group consisting of K+, Ca2+, Mg2+, Sr2+, Fe2+ and Al3+.
A process for preparation of an α-sialyl-oligosaccharide compound of formula (I)
- in which R is a mono-, di- or oligosaccharide residue with free hydroxy groups;
- said process comprising at least a step of:
- a) Coupling, a sialyc donor of formula (II)
- in which P is a suitable-protecting group;
- R1 is alkyl, and X is halogen;
- with an acceptor of formula R′OH, in which R′ is a residue mono-, di- or oligosaccharide suitably-protected with protecting groups P′ and containing zero, one or more free hydroxy groups;
- and in which said protecting groups P′ can be the same or different among each other and from those present in the donor;
- to obtain an intermediate of formula (III),
- in which P, R1 and R′ are as defined above,
- wherein the coupling is performed by a Koenigs-Knorr reaction involving a Ag(I) based metallic promoter in molar amounts of 0.5-2.0 equivalents with respect to moles of the acceptor.
7 more elements
Dependencies are inferred from the claim text.