Technology Process of ethyl (2E)-4-(5-benzyloxy-3-bromo-4,7,8-trimethoxy-2-naphthyl)but-2-enoate
There total 8 articles about ethyl (2E)-4-(5-benzyloxy-3-bromo-4,7,8-trimethoxy-2-naphthyl)but-2-enoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
diethoxyphosphoryl-acetic acid ethyl ester;
With
sodium hydride;
In
tetrahydrofuran;
at 0 ℃;
for 1.5h;
(5-benzyloxy-3-bromo-4,7,8-trimethoxy-naphthalen-2-yl)-acetaldehyde;
In
tetrahydrofuran;
at -78 - 0 ℃;
for 0.416667h;
DOI:10.1246/bcsj.77.1925
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: pyridine*HBr3 / tetrahydrofuran / 1 h / 0 °C
2.1: SO3*pyridine; Et3N / CH2Cl2; dimethylsulfoxide / 0.33 h / 20 °C
3.1: 2.32 g / K2CO3 / dimethylformamide / 1 h / 20 °C
4.1: NaH; DMSO / tetrahydrofuran / 0.67 h / 0 - 5 °C
4.2: tetrahydrofuran; dimethylsulfoxide / 0.92 h / 0 °C
5.1: ZnBr2 / benzene / 0.33 h / Heating
6.1: NaH / tetrahydrofuran / 1.5 h / 0 °C
6.2: 1.77 g / tetrahydrofuran / 0.42 h / -78 - 0 °C
With
pyridinium perbromide hydrobromide; pyridine-SO3 complex; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; zinc dibromide;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
6.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1246/bcsj.77.1925
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: SO3*pyridine; Et3N / CH2Cl2; dimethylsulfoxide / 0.33 h / 20 °C
2.1: 2.32 g / K2CO3 / dimethylformamide / 1 h / 20 °C
3.1: NaH; DMSO / tetrahydrofuran / 0.67 h / 0 - 5 °C
3.2: tetrahydrofuran; dimethylsulfoxide / 0.92 h / 0 °C
4.1: ZnBr2 / benzene / 0.33 h / Heating
5.1: NaH / tetrahydrofuran / 1.5 h / 0 °C
5.2: 1.77 g / tetrahydrofuran / 0.42 h / -78 - 0 °C
With
pyridine-SO3 complex; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; zinc dibromide;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
5.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1246/bcsj.77.1925
