Synthesis of Dysibetaine

C9H16N2O4
Principal investigator | Yoshihisa Kobayashi |
---|---|
Publication year | 2009 |
Synthesis type | Total |
Number of steps | 11 (linear) |
References |
Part 1 of 1
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Cl3CCH(OH)2

SOCl2
Reflux, 60 h


NaI,
NaN3
MeCN
RT, 90 min, 99%



Pyr,
Ac2O
CH2Cl2
RT, 24 h, 92%

Camphorsulfonic acid
PhH
60 °C, 90 min, 29%
"Also isolated was the C5-epimer (50 % yield)."

NaOH
H2O, MeOH
RT, 36 h, 100%

Pd/C,
HCl,
H2,
CH2O
1 atm
H2O, MeOH
RT, 18 h, 99%

MeI
THF
RT, 24 h, 84%

Dowex 550A
MeOH
100%
