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Named reactions

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Ziziphine N

Chemical structure of Ziziphine_N
C33H49N5O6
Author Dawei Ma
Publication year 2007
Synthesis type Total synthesis
Number of steps 17 (3 parts)
Reference

Browse hundreds of other total syntheses.

Part 1 of 3
Chemical structure
+
Chemical structure
DCC, DMAP
CH2Cl2
0 °C to RT, 3 h
Chemical structure
MeOH
Reflux, 40 min
Chemical structure
NaBH4
CH2Cl2
0 °C, 8 h, 50% (3 steps)
Chemical structure
BH3.Me2S
THF
Reflux, 4 h, 90%
Chemical structure

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Part 2 of 3
Chemical structure
CHCl3, NaOH
EtOH, H2O
70 °C, 3 h, 41%

See the Reimer-Tiemann Formylation
Chemical structure
MeI, K2CO3
DMF
RT, 60 min, 87%

See the Williamson Ether Synthesis
Chemical structure
Ph3P+CH2I I-, TMS2NLi
THF, HMPA
-78 °C to RT, 60 min

See the Wittig Reaction
Chemical structure
Pyr.TsOH
MeOH
RT, 56% (2 steps)
Chemical structure

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Part 3 of 3
Chemical structure
+
Chemical structure
DIAD, Ph3P
THF
80 °C, 3 h, 54%

See the Mitsunobu Reaction
Chemical structure
CuI, Me2NCH2CO2H.HCl, Cs2CO3
Dioxane
80 °C, 12 h, 75%

See the Goldberg Reaction
Chemical structure
n-Bu4N+ F-
THF
RT, 95%
Chemical structure
Dess-Martin Periodinane
CH2Cl2
RT, 2 h

See the Dess-Martin Oxidation
Chemical structure
NaClO2, NaH2PO4, 2-Methyl-2-butene
t-BuOH, MeCN
0 °C to RT

See the Pinnick-Lindgren Oxidation
Chemical structure
Pd(PPh3)4, Me2NH
CH2Cl2
RT, 50 min, 56% (3 steps)
Chemical structure
Ph2P(O)OC6F5, i-Pr2NEt
DMF
RT, 24 h, 66%
Chemical structure
ZnBr2
CH2Cl2
0 °C, 4 h
Chemical structure + Chemical structure
Reagent structure
K2CO3
DMF
0 °C, ON, 22% (2 steps)
Chemical structure

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