Technology Process of (E)-3-{2-Benzyloxy-5-[(1S,2S)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-phenyl}-acrylic acid ethyl ester
There total 7 articles about (E)-3-{2-Benzyloxy-5-[(1S,2S)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-phenyl}-acrylic acid ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 88 percent / imidazole / CH2Cl2 / Ambient temperature
2: 90 percent / NaH / toluene; dimethylsulfoxide / from 0 degC to room t.
3: 80 percent / KH / dimethylformamide / Ambient temperature
4: 90 percent / K2CO3 / dimethylformamide / 95 °C
5: 1.) Br2; 2.) Et4NBr, ground sieves (4 Angstroem) / 1.) CH2Cl2, 0 degC; 2.) DMF, room t.
With
1H-imidazole; 4 A molecular sieve; tetraethylammonium bromide; bromine; potassium hydride; sodium hydride; potassium carbonate;
In
dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4039(96)00713-7
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 90 percent / K2CO3 / dimethylformamide / 95 °C
2: 1.) Br2; 2.) Et4NBr, ground sieves (4 Angstroem) / 1.) CH2Cl2, 0 degC; 2.) DMF, room t.
With
4 A molecular sieve; tetraethylammonium bromide; bromine; potassium carbonate;
In
N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)00713-7
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 90 percent / NaH / toluene; dimethylsulfoxide / from 0 degC to room t.
2: 80 percent / KH / dimethylformamide / Ambient temperature
3: 90 percent / K2CO3 / dimethylformamide / 95 °C
4: 1.) Br2; 2.) Et4NBr, ground sieves (4 Angstroem) / 1.) CH2Cl2, 0 degC; 2.) DMF, room t.
With
4 A molecular sieve; tetraethylammonium bromide; bromine; potassium hydride; sodium hydride; potassium carbonate;
In
dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4039(96)00713-7