Technology Process of 2,6-dimethylphenyl (2SR,3RS,4RS,5RS,6SR)-2-O-benzyl-5-O-(triethylsilyl)-2,3,5-trihydroxy-2,4,6,8-tetramethylnon-7-enoate
There total 8 articles about 2,6-dimethylphenyl (2SR,3RS,4RS,5RS,6SR)-2-O-benzyl-5-O-(triethylsilyl)-2,3,5-trihydroxy-2,4,6,8-tetramethylnon-7-enoate which
guide to synthetic route it.
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synthetic route:
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95513-87-4
2,6-dimethylphenyl (2SR,3RS,4RS,5RS,6SR)-2-O-benzyl-5-O-(triethylsilyl)-2,3,5-trihydroxy-2,4,6,8-tetramethylnon-7-enoate
- Guidance literature:
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Multi-step reaction with 8 steps
1: 1.) diisopropylamine, n-butyllithium / 1.) THF, hexane, below -60 deg C, 10 min; 2.)reflux, 6 h.
2: 46 percent / aq. HCl / tetrahydrofuran / 12 h / Ambient temperature
3: 1.) diisopropylamine, n-butyllithium / 1.) THF, hexanes, -78 deg C, 1 h, 2.) 20 min
4: 100 percent / lithium aluminium hydride / diethyl ether / 3 h / 0 °C
5: 100 percent / potassium carbonate / methanol / 0.5 h / Heating
6: 99 percent / sodium periodate / ethanol; H2O / 0.5 h / 0 °C
7: 79 percent / pyridine / diethyl ether; acetonitrile / 0.17 h / -50 °C
8: 1.) diisopropylamine, n-butyllithium 2.) N,N,N',N'-tetramethylethylenediamine / 1.) THF, hexanes, -78 deg C, 1 h. 2.) -78 deg C, 20 min.
With
pyridine; hydrogenchloride; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium carbonate; diisopropylamine;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; water; acetonitrile;
DOI:10.1021/jo00212a018
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95513-87-4
2,6-dimethylphenyl (2SR,3RS,4RS,5RS,6SR)-2-O-benzyl-5-O-(triethylsilyl)-2,3,5-trihydroxy-2,4,6,8-tetramethylnon-7-enoate
- Guidance literature:
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Multi-step reaction with 6 steps
1: 1.) diisopropylamine, n-butyllithium / 1.) THF, hexanes, -78 deg C, 1 h, 2.) 20 min
2: 100 percent / lithium aluminium hydride / diethyl ether / 3 h / 0 °C
3: 100 percent / potassium carbonate / methanol / 0.5 h / Heating
4: 99 percent / sodium periodate / ethanol; H2O / 0.5 h / 0 °C
5: 79 percent / pyridine / diethyl ether; acetonitrile / 0.17 h / -50 °C
6: 1.) diisopropylamine, n-butyllithium 2.) N,N,N',N'-tetramethylethylenediamine / 1.) THF, hexanes, -78 deg C, 1 h. 2.) -78 deg C, 20 min.
With
pyridine; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium carbonate; diisopropylamine;
In
methanol; diethyl ether; ethanol; water; acetonitrile;
DOI:10.1021/jo00212a018
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-
95513-87-4
2,6-dimethylphenyl (2SR,3RS,4RS,5RS,6SR)-2-O-benzyl-5-O-(triethylsilyl)-2,3,5-trihydroxy-2,4,6,8-tetramethylnon-7-enoate
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 79 percent / pyridine / diethyl ether; acetonitrile / 0.17 h / -50 °C
2: 1.) diisopropylamine, n-butyllithium 2.) N,N,N',N'-tetramethylethylenediamine / 1.) THF, hexanes, -78 deg C, 1 h. 2.) -78 deg C, 20 min.
With
pyridine; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine;
In
diethyl ether; acetonitrile;
DOI:10.1021/jo00212a018
