Page 18 - TBT4135

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18
The, ‘substitute’ the substituents from the other sugar. The –OH(4) points
down in both Haworth formulae and are therefore identical also in the
4
C
1
(i.e.
equatorial). The other substituents in positions 2, 3 and 6 are different and
therefore axial:
In total, heavy 3 substituents are axial. Most likely, this sugar flips to
1
C
4
,
whereby all axial substituents become equatorial (and
vice versa
).
NOTE: Some sugars adopt other forms but are not considered here
O
H
HO
H
HO
H
H
OH
H
OH
OH
O
H
HO
NH
O
H
CH
3
OH
O
CH
3
NO
2