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Nupharamine

Chemical structure of Nupharamine
C15H25NO2
Author Isao Shimizu
Publication year 1990
Synthesis type Total synthesis
Number of steps 9 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
t-BuOOH, Ti(Oi-Pr)4, (-)-DET
CH2Cl2
-23 °C, 92%

See the Sharpless Epoxidation
Chemical structure
(COCl)2, DMSO, Et3N
CH2Cl2
-78 °C, 91%

See the Swern Oxidation
Chemical structure + Chemical structure
NaH
THF
0 °C, 87%

See the Horner-Wadsworth-Emmons Reaction
Chemical structure
HCO2H, Pd2(dba)3.CHCl3, Ph3P
Dioxane , Et3N
RT, 8 h, 72%
Chemical structure
H2, Pd/C
EtOAc, Et3N
96%
Chemical structure
(PhO)2P(O)N3, DEAD, Ph3P
THF
50%

See the Mitsunobu Reaction
Chemical structure
Ph3P
THF
Reflux, 90%
Chemical structure
NaBH4
EtOH
0 °C, 84%
Chemical structure
HF
MeOH
73%
Chemical structure

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