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AcO
CO
2
Me
OAc
AcO
O
AcHN
N
3
AcO
11
'dimeric' sialyl acid
AcO
connection to
dendrimeric core
OAc
CO
2
Me
AcO
N
O
AcHN
N
N
AcO
OH
12
FIGURE 9.5
The sialic acid mimics prepared by click approach.
(sugars) with aqueous/organic mobile phases allows for the separation of very polar
compounds. The sugars can be deposited on silica also using the click chemistry
approach as shown in Figure 9.8 [28].
The click approach is a convenient methodology for the preparation of macrocyclic
compounds, also those built of sugar units. For example, derivatives
23
and
24
,in
which glucose or glucosamine are engaged in the macrocyclic skeleton, are available
(Fig. 9.9) [29].
Recently, we used the click approach for the preparation of the macrocyclic deriva-
tives with sucrose scaffold.
Sucrose (
-D-glucopyranoside) (
25
), one of the most common
disaccharides occurring in nature, is available in amounts of more than 160 million
tons per year [30]. Although most of it is consumed on the food market, still a
few percent is placed
out of this market.
No wonder, therefore, that “overproduced”
sucrose is a subject of interest in chemical laboratories as a starting material for
the preparation of fine chemicals [31-36], bio-degradable polymers, or surfactants
[37-40]. This cheap raw material is very demanding to work with, because of its very
-D-fructofuranosyl
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