Chemistry Reference
In-Depth Information
1. TEMPO (cat.), NaOCl, KBr (cat.),
(Bu
4
N)
2
SO
4
, NaCl, NaHCO
3
,
H
2
O, CH
2
Cl
2
2. NaClO
2
, NaH
2
PO
4
,
2-methyl-2-butene,
t
-BuOH, H
2
O
H
N
H
N
O
O
OH
O
O
HO
2
C
O
O
N
N
TBDMSO
TBDMSO
TBDMSO
TBDMSO
NHFmoc
NHFmoc
(50-90 % for various bases)
Scheme 12.16
OH
CO
2
Na
O
O
O
O
TEMPO (cat.), NaOCl
HO
HO
H
2
O, NaOH, pH 8.5
OH
OH
O
O
n
n
Scheme 12.17
OH
O
TEMPO (cat.), NaOCl, NaBr (cat.)
aq NaOH, pH 10, 2
°
C
HO
OH
NaO
2
C
CO
2
Na
98 %
Scheme 12.18
OTr
OTr
O
OH
O
O
TEMPO (cat.), NCS, Bu
4
NCl,
CH
2
Cl
2
, H
2
O, pH 8.6 buffer, 23
°
C
(93 %)
TBSO
TBSO
Scheme 12.19
OH
O
Me
Me
OH
O
OH
O
N
N
O
O
OMe
OMe
O
O
TEMPO (cat.), BAIB, CH
2
Cl
2
O
O
HO
HO
OH
OH
(58 %)
O
O
Scheme 12.20
OH
HO
HO
TEMPO (cat.), KBr (cat.), NaOCl,
Bu
4
NCl, NaHCO
3
, NaCl, H
2
O, 0
°
C
O
O
O
O
OH
C
11
H
23
C
11
H
23
(61%)
Scheme 12.21
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