Synthesis of Ziziphine N

C33H49N5O6
Principal investigator | Dawei Ma |
---|---|
Publication year | 2007 |
Synthesis type | Total |
Number of steps | 17 (3 parts) |
References |
Part 1 of 3
+


DCC,
DMAP
CH2Cl2
0 °C to RT, 3 h

MeOH
Reflux, 40 min

NaBH4
CH2Cl2
0 °C, 8 h, 50% (3 steps)

BH3.Me2S
THF
Reflux, 4 h, 90%

Part 2 of 3




Pyr.TsOH
MeOH
RT, 56% (2 steps)

Part 3 of 3
+
+




n-Bu4N+ F-
THF
RT, 95%



Me2NH,
Pd(PPh3)4
CH2Cl2
RT, 50 min, 56% (3 steps)

Ph2P(O)OC6F5,
i-Pr2NEt
DMF
RT, 24 h, 66%

ZnBr2
CH2Cl2
0 °C, 4 h



K2CO3
DMF
0 °C, ON, 22% (2 steps)
