Technology Process of 5-benzyloxy-2-(tert-butyldiphenylsilyl)oxy-1-hydroxy-3-hydroxy-α-D-ribose
There total 9 articles about 5-benzyloxy-2-(tert-butyldiphenylsilyl)oxy-1-hydroxy-3-hydroxy-α-D-ribose which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
toluene;
at -78 ℃;
for 2.5h;
Overall yield = 87.2 mg; diastereoselective reaction;
DOI:10.1021/ja502205q
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 16 h / 20 °C
2: copper dichloride; (R)-5-((1-Benzyl-1H-indol-3-yl)methyl)-2,2,3-trimethylimidazolin-4-one tetrafluoroboric acid / ethyl acetate / 24 h / -30 °C / Molecular sieve
3: titanium(IV) dichlorodiisopropylate / dichloromethane / 16 h / -20 °C / Inert atmosphere
4: zinc; water; trifluoroacetic acid / toluene / 72 h / 20 °C
5: diisobutylaluminium hydride / toluene / 2 h / -78 °C
With
titanium(IV) dichlorodiisopropylate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; (R)-5-((1-Benzyl-1H-indol-3-yl)methyl)-2,2,3-trimethylimidazolin-4-one tetrafluoroboric acid; water; diisobutylaluminium hydride; trifluoroacetic acid; copper dichloride; zinc;
In
dichloromethane; ethyl acetate; toluene;
3: |Mukaiyama Aldol Addition;
DOI:10.1021/ja502205q
- Guidance literature:
-
Multi-step reaction with 4 steps
1: copper dichloride; (R)-5-((1-Benzyl-1H-indol-3-yl)methyl)-2,2,3-trimethylimidazolin-4-one tetrafluoroboric acid / ethyl acetate / 24 h / -30 °C / Molecular sieve
2: titanium(IV) dichlorodiisopropylate / dichloromethane / 16 h / -20 °C / Inert atmosphere
3: zinc; water; trifluoroacetic acid / toluene / 72 h / 20 °C
4: diisobutylaluminium hydride / toluene / 2 h / -78 °C
With
titanium(IV) dichlorodiisopropylate; (R)-5-((1-Benzyl-1H-indol-3-yl)methyl)-2,2,3-trimethylimidazolin-4-one tetrafluoroboric acid; water; diisobutylaluminium hydride; trifluoroacetic acid; copper dichloride; zinc;
In
dichloromethane; ethyl acetate; toluene;
2: |Mukaiyama Aldol Addition;
DOI:10.1021/ja502205q
