Technology Process of (2S,4S)-4-Benzyloxy-2-methyl-5-triethylsilanyloxy-pentan-1-ol
There total 9 articles about (2S,4S)-4-Benzyloxy-2-methyl-5-triethylsilanyloxy-pentan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium borohydride; ammonium chloride;
In
tetrahydrofuran; water;
at 0 - 20 ℃;
for 2.5h;
DOI:10.1021/ol026034o
- Guidance literature:
-
Multi-step reaction with 8 steps
1: AD mix α; sodium hydrogen carbonate / 2-methyl-propan-2-ol; H2O / 22.5 h / 0 - 5 °C
2: 42 percent / 2,6-lutidine / CH2Cl2 / 0.25 h / -78 °C
3: 99 percent / lithium borohydride / methanol; tetrahydrofuran / 4 h / 0 °C
4: 66 percent / triethylamine; 4-(dimethylamino)pyridine / CH2Cl2
5: sodium hydride / dimethylformamide / -50 - -10 °C
6: 340 mg / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h
7: 95 percent / 4-(dimethylamino)pyridine; Et3N / CH2Cl2 / 0.75 h / 0 °C
8: 99 percent / lithium borohydride; ammonium chloride / H2O; tetrahydrofuran / 2.5 h / 0 - 20 °C
With
2,6-dimethylpyridine; dmap; AD-mix-α; lithium borohydride; ammonium chloride; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol026034o
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 99 percent / n-BuLi / tetrahydrofuran; hexane / 0.58 h
2: AD mix α; sodium hydrogen carbonate / 2-methyl-propan-2-ol; H2O / 22.5 h / 0 - 5 °C
3: 42 percent / 2,6-lutidine / CH2Cl2 / 0.25 h / -78 °C
4: 99 percent / lithium borohydride / methanol; tetrahydrofuran / 4 h / 0 °C
5: 66 percent / triethylamine; 4-(dimethylamino)pyridine / CH2Cl2
6: sodium hydride / dimethylformamide / -50 - -10 °C
7: 340 mg / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h
8: 95 percent / 4-(dimethylamino)pyridine; Et3N / CH2Cl2 / 0.75 h / 0 °C
9: 99 percent / lithium borohydride; ammonium chloride / H2O; tetrahydrofuran / 2.5 h / 0 - 20 °C
With
2,6-dimethylpyridine; dmap; AD-mix-α; lithium borohydride; n-butyllithium; ammonium chloride; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; triethylamine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol026034o
