Technology Process of (4S,6R)-4-Benzyloxymethyl-2,2-dimethyl-6-vinyl-[1,3]dioxane
There total 13 articles about (4S,6R)-4-Benzyloxymethyl-2,2-dimethyl-6-vinyl-[1,3]dioxane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 13 steps
2: 70 percent / DIBAL, ZnCl2 / tetrahydrofuran / -78 °C
3: 95 percent / t-BuBr / CHCl3 / Heating
4: 1) Et3O(+)*BF4(-), 2) aq. K2CO3 / 1) CH2Cl2
5: 87 percent / tetrahydrofuran / -30 °C
6: imidazole / dimethylformamide
7: MeI, CaCO3 / acetonitrile; H2O
8: 70 percent / tetrahydrofuran / -78 °C
9: HF / acetonitrile; H2O
10: CSA / CH2Cl2
11: 75 percent / Ce(NH4)2(NO3)6 / acetonitrile; H2O
12: 80 percent / K2CO3 / methanol
13: 80 percent / n-BuLi / tetrahydrofuran / -78 °C
With
1H-imidazole; n-butyllithium; ammonium cerium(IV) nitrate; t-butyl bromide; camphor-10-sulfonic acid; hydrogen fluoride; triethyloxonium fluoroborate; diisobutylaluminium hydride; potassium carbonate; calcium carbonate; zinc(II) chloride; methyl iodide;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(01)80992-8
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 87 percent / tetrahydrofuran / -30 °C
2: imidazole / dimethylformamide
3: MeI, CaCO3 / acetonitrile; H2O
4: 70 percent / tetrahydrofuran / -78 °C
5: HF / acetonitrile; H2O
6: CSA / CH2Cl2
7: 75 percent / Ce(NH4)2(NO3)6 / acetonitrile; H2O
8: 80 percent / K2CO3 / methanol
9: 80 percent / n-BuLi / tetrahydrofuran / -78 °C
With
1H-imidazole; n-butyllithium; ammonium cerium(IV) nitrate; camphor-10-sulfonic acid; hydrogen fluoride; potassium carbonate; calcium carbonate; methyl iodide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(01)80992-8