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OH
HO
HO
HO
N
N
N
O
O
O
N
O
O
O
N
N
HO
O
OH
O
HO
O
4
37
36
O
O
OH
OH
HO
OH
N
AcO
AcO
AcO
N
O
N
O
N
N
OH
O
N
O
HO
O
OAc
4
38
39
SCHEME 5.9
Triazolyl glycohybrids.
HO
HO
O
HO
O
HO
O
N
N
N
N
N
O
OH
N
N
OH
OH
O
HO
O
HO
O
O
HO
O
HO
O
HO
O
O
HO
40
41
SCHEME 5.10
Thermal reaction with internal alkynes.
OBn
BnO
N
OBn
Cul (0.5 eq.)
i
-Pr
2
EtN (5.eq.
)
ionic liquid
80
BnO
N
N
3
O
N
O
BnO
BnO
O
+
O
BnO
BnO
BnO
BnO
BnO
BnO
BnO
C, 16 h
BnO
°
OCH
3
OCH
3
42
44
43
SCHEME 5.11
Click reaction in ionic liquids.
neuraminidase inhibitors to prevent the release of new virions [34]. Among them,
the disaccharide mimic
45
(Scheme 5.12) showed high inhibition (IC
50
=
17 mM),
and the authors suggested that this analog would mimic the non-reducing end of the
glycosidic chains of the glycoproteins present on the surface of epithelial cells.
A family of pseudo-glycoconjugates linked through a triazole ring produced
by the Huisgen click reaction was prepared by reaction of glycosides having
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