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Named reactions

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Search synthesis

Martinellic Acid

Chemical structure of Martinellic_Acid
C27H41N7O2
Author Barry B. Snider
Publication year 2001
Synthesis type Total synthesis
Number of steps 15 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
LiAlH4
THF
-78 °C to RT, 5 h, 81%
Chemical structure + Chemical structure
PhMe
Reflux, 24 h, 82%
Chemical structure
MnO2
CH2Cl2
RT, 12 h, 87%
Chemical structure
N-Benzylglycine
Dean-Stark
PhMe
Reflux, 15 h, 57%

See the Huisgen Cycloaddition
Also isolated was the C2-epimer (3 % yield).
Chemical structure
LiBH4
THF, MeOH
Reflux, 8 d, 91%
Chemical structure
AcCl, Et3N
CH2Cl2
0 °C to RT, 3 h, 79%
Chemical structure
CO, Pd(OAc)2, Ph3P, NaOAc
4 atm
MeOH
120 °C, 96 h, 72%
Chemical structure
(CF3CO)2O, Pyr
CH2Cl2
0 °C to RT, 12.5 h, 74%
Chemical structure
MsCl, Pyr
CH2Cl2
0 °C to RT, 24 h
Chemical structure
NaN3
DMF
RT, 36 h, 54% (2 steps)
Chemical structure
NaOMe
CH2Cl2, MeOH
RT, 60 min, 82%
Chemical structure
H2, Pd(OH)2/C, HCl
1 atm
MeOH, H2O
RT, 3 h, 84%
Chemical structure
BrCN, NaHCO3
MeOH
0 °C, 60 min, 100%
Chemical structure
PrenylNH2
HFIPA
120 °C, 32 h
Chemical structure
NaOH
MeOH, H2O
Reflux, 14 h, 62% (2 steps)
Chemical structure

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