Technology Process of 5-<3-hydroxy-4-(2-methyl-1,3-dioxolan-2-yl)-1-butyn-1-yl>-2,2-dimethyl-1,3-dioxane
There total 1 articles about 5-<3-hydroxy-4-(2-methyl-1,3-dioxolan-2-yl)-1-butyn-1-yl>-2,2-dimethyl-1,3-dioxane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 56 percent / pyridinium chlorochromate, CH3COONa / CH2Cl2 / 0.5 h / Heating
2: 1.) Zn, Ph3P / 1.) CH2Cl2, 24 h, 2.) 0.5 h
3: 75 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) 0 deg C, 1 h
4: 1.) EtMgBr / 1.) THF, 20 deg C, 1 h, 2.) 1 h
With
n-butyllithium; ethylmagnesium bromide; sodium acetate; triphenylphosphine; pyridinium chlorochromate; zinc;
In
tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo00364a003
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 96 percent / Lindlar catalyst, H2 / methanol / 760 Torr
2: 0.1 M HCl / 1 h
3: 80 - 150 °C / 1 Torr
4: 85 percent / toluenesulfonic acid monohydrate, 3 Angstroem molecular sieves / benzene / 1 h / Heating
5: 81 percent / N-bromosuccinimide, Ph3P / dimethylformamide / 0.25 h / 50 °C
6: 89 percent / OsO4, N-methylmorpholine N-oxide dihydrate / acetone / 4 h
7: 85 percent / toluenesulfonic acid monohydrate / 0.5 h
8: 86 percent / dimethylsulfoxide / 2 h / 65 °C
9: 95 percent / 25percent i-Bu2AlH / toluene / 0.5 h
10: 97 percent / NaBH4 / ethanol / 0.25 h / 0 °C
11: imidazole / dimethylformamide / 4 h
12: C2H5OH, 3 M HCl / 2 h
With
1H-imidazole; hydrogenchloride; sodium tetrahydroborate; Lindlar's catalyst; N-Bromosuccinimide; osmium(VIII) oxide; ethanol; 3 A molecular sieve; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triphenylphosphine;
In
methanol; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/jo00364a003
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 96 percent / Lindlar catalyst, H2 / methanol / 760 Torr
2: 0.1 M HCl / 1 h
3: 80 - 150 °C / 1 Torr
4: 85 percent / toluenesulfonic acid monohydrate, 3 Angstroem molecular sieves / benzene / 1 h / Heating
5: 81 percent / N-bromosuccinimide, Ph3P / dimethylformamide / 0.25 h / 50 °C
6: 89 percent / OsO4, N-methylmorpholine N-oxide dihydrate / acetone / 4 h
7: 85 percent / toluenesulfonic acid monohydrate / 0.5 h
8: 86 percent / dimethylsulfoxide / 2 h / 65 °C
9: 95 percent / 25percent i-Bu2AlH / toluene / 0.5 h
10: 97 percent / NaBH4 / ethanol / 0.25 h / 0 °C
11: imidazole / dimethylformamide / 4 h
With
1H-imidazole; hydrogenchloride; sodium tetrahydroborate; Lindlar's catalyst; N-Bromosuccinimide; osmium(VIII) oxide; 3 A molecular sieve; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triphenylphosphine;
In
methanol; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/jo00364a003
