Synthesis of Melithiazole C

C16H21NO5S
Principal investigator | Janine Cossy |
---|---|
Publication year | 2007 |
Synthesis type | Total |
Number of steps | 8 (2 parts) |
References |
Part 1 of 2

- n-BuLi
- N-Acetylmorpholine
THF
-78 °C to RT, 2.5 h, 81%


Part 2 of 2
+

i-Pr2NEt,
Acrolein,
n-Bu2BOTf
CH2Cl2
-78 to 0 °C, 90 min, 93%
See the Evans Asymmetric Aldol Addition

2,6-Di-tert-butylpyridine,
MeOTf
CH2Cl2
RT, 40 h, 85%

LiOH,
H2O2
H2O, THF
0 °C, 60 min


HC(OMe)3,
H2SO4
MeOH
RT, 48 h, 84%


