Technology Process of ethyl (3R,5S)-3,5-dihydroxy-7-phenylheptanoate
There total 7 articles about ethyl (3R,5S)-3,5-dihydroxy-7-phenylheptanoate 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:
-
With
tetramethylammonium triacetoxyborohydride;
In
acetic acid; acetonitrile;
at 0 ℃;
for 3h;
DOI:10.1021/ol0273708
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1.882 g / tetrahydrofuran; H2O / 2 h / 20 °C
2.1: 99 percent / (S)-BINOL; triphenylarsine oxide; tert-butyl hydroperoxide / Sm(O-i-Pr)3 / tetrahydrofuran; decane / 8 h / 20 °C
3.1: Martin sulfurane / tetrahydrofuran / 3 h / 20 °C
3.2: 65 percent / tetrahydrofuran; methanol / 0.5 h
4.1: LHMDS / tetrahydrofuran / 0.25 h / -78 °C
4.2: 87 percent / tetrahydrofuran / 2 h / -78 - -20 °C
5.1: 85 percent / PhSeSePh; NaBH4 / ethanol / 0.5 h / 20 °C
6.1: 80 percent / tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / 3 h / 0 °C
With
tert.-butylhydroperoxide; sodium tetrahydroborate; Martins sulfurane; diphenyl diselenide; triphenylarsineoxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; lithium hexamethyldisilazane; tetramethylammonium triacetoxyborohydride;
samarium(III) isopropoxide;
In
tetrahydrofuran; decane; ethanol; water; acetic acid; acetonitrile;
DOI:10.1021/ol0273708
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 99 percent / (S)-BINOL; triphenylarsine oxide; tert-butyl hydroperoxide / Sm(O-i-Pr)3 / tetrahydrofuran; decane / 8 h / 20 °C
2.1: Martin sulfurane / tetrahydrofuran / 3 h / 20 °C
2.2: 65 percent / tetrahydrofuran; methanol / 0.5 h
3.1: LHMDS / tetrahydrofuran / 0.25 h / -78 °C
3.2: 87 percent / tetrahydrofuran / 2 h / -78 - -20 °C
4.1: 85 percent / PhSeSePh; NaBH4 / ethanol / 0.5 h / 20 °C
5.1: 80 percent / tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / 3 h / 0 °C
With
tert.-butylhydroperoxide; sodium tetrahydroborate; Martins sulfurane; diphenyl diselenide; triphenylarsineoxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; lithium hexamethyldisilazane; tetramethylammonium triacetoxyborohydride;
samarium(III) isopropoxide;
In
tetrahydrofuran; decane; ethanol; acetic acid; acetonitrile;
DOI:10.1021/ol0273708
