Technology Process of (E)-(2S,3R)-3-Benzyloxy-2-methoxy-8-trimethylsilanyl-oct-6-enal
There total 9 articles about (E)-(2S,3R)-3-Benzyloxy-2-methoxy-8-trimethylsilanyl-oct-6-enal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -60 ℃;
for 1h;
DOI:10.1016/S0040-4039(00)89010-3
- Guidance literature:
-
Multi-step reaction with 9 steps
2: 90 percent / DMSO, (COCl)2, NEt3 / CH2Cl2 / 1.5 h / -70 °C
3: 1.) NEt3, Bu2BOTf / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 to -40 deg C, 2 h
4: 82 percent / MeMgBr / 0.17 h / 0 °C
5: 84 percent / LiAlH4 / diethyl ether / 3 h / 0 to 20 deg C
6: 96 percent / imidazole / CH2Cl2 / 18 h / 20 °C
7: 73 percent / NaH / dimethylformamide / 18 h / 0 to 20 deg C
8: 84 percent / pyridinium p-toluenesulfonate / methanol / 3.5 h / 50 °C
9: DMSO, (COCl)2, NEt3 / CH2Cl2 / 1 h / -60 °C
With
1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; methylmagnesium bromide; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine;
In
methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)89010-3
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) NEt3, Bu2BOTf / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 to -40 deg C, 2 h
2: 82 percent / MeMgBr / 0.17 h / 0 °C
3: 84 percent / LiAlH4 / diethyl ether / 3 h / 0 to 20 deg C
4: 96 percent / imidazole / CH2Cl2 / 18 h / 20 °C
5: 73 percent / NaH / dimethylformamide / 18 h / 0 to 20 deg C
6: 84 percent / pyridinium p-toluenesulfonate / methanol / 3.5 h / 50 °C
7: DMSO, (COCl)2, NEt3 / CH2Cl2 / 1 h / -60 °C
With
1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; methylmagnesium bromide; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine;
In
methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)89010-3
