Chemistry Reference
In-Depth Information
C
H
2
O
Cl
O
H
OH
H
1
H
OH
H
OH
Only the
α
-anomer is shown. The
β
-anomer at C-1 will also be formed.
OH
Cl
H
2
C
H
OH
O
5
2
HO
HC Cl
HO
H
Only one anomer is shown. C-2 and C-5 are both hemiacetals and both anomers will
be formed at these stereogenic centers.
16.45
Olestra can be synthesized from sucrose by treating sucrose with the anhydride of
the desired acyl unit or the corresponding acyl chloride.
OH
OR
H
H
H
H
R
Cl
O
O
HO
RO
HO
H
RO
H
H
H
OH
OR
HO
RO
H
H
OH
OR
H
H
O
O
O
CH
2
OH
O
CH
2
OR
O
CH
2
OH
H
CH
2
OR
H
C
Cl
R
Cl
=
(CH
3
(CH
2
)
n
16.46
The disaccharide could exist as either of two anomers at C-1 of the
N
-acetylmuramic
acid unit.
HCO
Ac
HN
HO
O
1
O
O
OH
HO
O
Ac = CH
3
C
NH
Ac
1
O
H
4
HCO
H
O
2
C
C
C
H
3
16.47
a.
Use the formula for cellulose (Figure 16.6) as a guide, and replace the OH at
C-2 by NHCOCH
3
:
