Technology Process of (3S)-[3(4S,6R)-2,2-di-tert-butylsilylene-6-methyl-1,3-dioxan-4-yl]butyl phenyl sulfone
There total 8 articles about (3S)-[3(4S,6R)-2,2-di-tert-butylsilylene-6-methyl-1,3-dioxan-4-yl]butyl phenyl sulfone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methylphenylsulfonate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
With
N,N,N,N,N,N-hexamethylphosphoric triamide;
In
tetrahydrofuran; hexane;
at 0 - 20 ℃;
for 1.58333h;
(2S)-[2(4S,6R)-2,2-di-tert-butylsilylene-6-methyl-1,3-dioxan-4-yl]-1-iodopropane;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 1h;
Further stages.;
DOI:10.1021/jo0104429
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 90 percent / Et3N / CH2Cl2 / 0 °C
2: 85 percent / O2 / PdCl2, CuCl / dimethylformamide; H2O / Ambient temperature
3: 78 percent / HF, pyr / tetrahydrofuran / Ambient temperature
4: 82 percent / Me4NBH(OAc)3 / acetonitrile; acetic acid / -30 °C
5: 92 percent / 2,6-lutidine / CH2Cl2 / 0 °C
6: 96 percent / H2 / 3 percent Pt/C / ethanol
7: 96 percent / I2, Ph3P, imidazole / benzene / Heating
8: 85 percent / n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C / to RT
With
pyridine; 1H-imidazole; 2,6-dimethylpyridine; n-butyllithium; hydrogen fluoride; hydrogen; iodine; oxygen; triethylamine; triphenylphosphine; tetramethylammonium triacetoxyborohydride;
platinum on activated charcoal; copper(l) chloride; palladium dichloride;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)00585-6
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 82 percent / Me4NBH(OAc)3 / acetonitrile; acetic acid / -30 °C
2: 92 percent / 2,6-lutidine / CH2Cl2 / 0 °C
3: 96 percent / H2 / 3 percent Pt/C / ethanol
4: 96 percent / I2, Ph3P, imidazole / benzene / Heating
5: 85 percent / n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C / to RT
With
1H-imidazole; 2,6-dimethylpyridine; n-butyllithium; hydrogen; iodine; triphenylphosphine; tetramethylammonium triacetoxyborohydride;
platinum on activated charcoal;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; acetic acid; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)00585-6
