Technology Process of (3R,5R)-3,5-Dihydroxy-9-phenyl-nonanoic acid methoxy-methyl-amide
There total 12 articles about (3R,5R)-3,5-Dihydroxy-9-phenyl-nonanoic acid methoxy-methyl-amide which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
(5R)-5-hydroxy-N-methoxy-N-methyl-3-oxo-9-phenylnonanamide;
With
diethyl methoxy borane;
In
tetrahydrofuran; methanol;
at -78 ℃;
for 0.25h;
With
sodium tetrahydroborate;
In
tetrahydrofuran; methanol;
at -78 ℃;
for 5h;
Further stages.;
DOI:10.1021/ol0273708
DOI:10.1002/chem.200305709
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: thionyl chloride / 20 - 50 °C
2.1: tetrahydrofuran / 20 °C
3.1: 92 percent / tert-butyl hydroperoxide; (S)-BINOL; triphenylarsine oxide / Sm(O-i-Pr) / tetrahydrofuran; decane / 20 °C
4.1: LHMDS / tetrahydrofuran / 0.33 h / -78 °C
4.2: 60 percent / tetrahydrofuran / 70 h / -50 °C
5.1: 84 percent / NaBH4; PhSeSePh / ethanol / 0.17 h / 20 °C
6.1: BEt2(OMe) / tetrahydrofuran; methanol / 0.25 h / -78 °C
6.2: NaBH4 / tetrahydrofuran; methanol / 5 h / -78 °C
With
tert.-butylhydroperoxide; sodium tetrahydroborate; thionyl chloride; diphenyl diselenide; diethyl methoxy borane; triphenylarsineoxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; lithium hexamethyldisilazane;
samarium(III) isopropoxide;
In
tetrahydrofuran; methanol; decane; ethanol;
DOI:10.1021/ol0273708
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: tetrahydrofuran / 20 °C
2.1: 92 percent / tert-butyl hydroperoxide; (S)-BINOL; triphenylarsine oxide / Sm(O-i-Pr) / tetrahydrofuran; decane / 20 °C
3.1: LHMDS / tetrahydrofuran / 0.33 h / -78 °C
3.2: 60 percent / tetrahydrofuran / 70 h / -50 °C
4.1: 84 percent / NaBH4; PhSeSePh / ethanol / 0.17 h / 20 °C
5.1: BEt2(OMe) / tetrahydrofuran; methanol / 0.25 h / -78 °C
5.2: NaBH4 / tetrahydrofuran; methanol / 5 h / -78 °C
With
tert.-butylhydroperoxide; sodium tetrahydroborate; diphenyl diselenide; diethyl methoxy borane; triphenylarsineoxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; lithium hexamethyldisilazane;
samarium(III) isopropoxide;
In
tetrahydrofuran; methanol; decane; ethanol;
DOI:10.1021/ol0273708
