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Named reactions

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Dibromophakellstatin

Chemical structure of Dibromophakellstatin
C11H10Br2N4O2
Author David J. Austin
Publication year 2004
Synthesis type Total synthesis
Number of steps 8 (linear)
Reference

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Part 1 of 1
Chemical structure
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Chemical structure
CH2Cl2
RT, ON, 49%
Chemical structure
Dess-Martin Periodinane
CH2Cl2
RT, 2 h

See the Dess-Martin Oxidation
Chemical structure
MsCl, DBU
CH2Cl2
0 °C to RT, ON, 67% (2 steps)
Chemical structure
PhI(OAc)2, TMSN3, n-Bu4N+ I-
CH2Cl2
-30 °C to RT, ON, 41%

Also isolated was the C10-epimer (7 % yield).
Chemical structure
H2, Pd/C
1 atm
MeOH
RT, ON, 75%
Chemical structure
TCDI, Imidazole
MeCN
50 °C, 69%
Chemical structure
H2O2, NH3
DMF, H2O
RT, 4 h, 91%
Chemical structure
NBS
THF
RT, ON, 30%
Chemical structure

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