Technology Process of 1-[(4R,6R)-(2,2-dimethyl-6-tridecyl-[1,3]dioxan-4-yl)]-4-(4-hydroxyphenyl)-butan-2-one
There total 7 articles about 1-[(4R,6R)-(2,2-dimethyl-6-tridecyl-[1,3]dioxan-4-yl)]-4-(4-hydroxyphenyl)-butan-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(4S,6R)-4-[(R)-2-hydroxy-4-(4-hydroxyphenyl)butyl]-2,2-dimethyl-6-n-tridecyl-[1,3]dioxane;
With
oxalyl dichloride; dimethyl sulfoxide;
In
dichloromethane;
at -78 ℃;
With
triethylamine;
In
dichloromethane;
at -78 - 0 ℃;
DOI:10.1016/j.tetlet.2005.09.146
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 85 mg / sodium hydride; tetra-n-butyl ammonium iodide / tetrahydrofuran / 20 °C
2: 75 percent / CuCl; O2 / PdCl2 / dimethylformamide; H2O / 48 h / 20 °C
3: 470 mg / LiBH4 / CH2Cl2 / 2 h / -78 °C
4: 72 percent / camphorsulfonic acid; molecular sieves 3 Angstroem / acetone / 20 °C
5: 70 percent / H2 / palladium on carbon / ethyl acetate / 6 h / 20 °C / 760 Torr
6: 87 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1.5 h / -78 - 0 °C
With
lithium borohydride; oxalyl dichloride; 3 A molecular sieve; camphor-10-sulfonic acid; hydrogen; oxygen; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; copper(l) chloride;
palladium on activated charcoal; palladium dichloride;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
2: Wacker oxidation / 6: Swern oxidation;
DOI:10.1016/j.tet.2006.07.076
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 75 percent / CuCl; O2 / PdCl2 / dimethylformamide; H2O / 48 h / 20 °C
2: 470 mg / LiBH4 / CH2Cl2 / 2 h / -78 °C
3: 72 percent / camphorsulfonic acid; molecular sieves 3 Angstroem / acetone / 20 °C
4: 70 percent / H2 / palladium on carbon / ethyl acetate / 6 h / 20 °C / 760 Torr
5: 87 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1.5 h / -78 - 0 °C
With
lithium borohydride; oxalyl dichloride; 3 A molecular sieve; camphor-10-sulfonic acid; hydrogen; oxygen; dimethyl sulfoxide; triethylamine; copper(l) chloride;
palladium on activated charcoal; palladium dichloride;
In
dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
1: Wacker oxidation / 5: Swern oxidation;
DOI:10.1016/j.tet.2006.07.076