Technology Process of (2E)-4-(5-benzyloxy-3-bromo-4,7,8-trimethoxy-2-naphthyl)but-2-en-1-ol
There total 9 articles about (2E)-4-(5-benzyloxy-3-bromo-4,7,8-trimethoxy-2-naphthyl)but-2-en-1-ol which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
tetrahydrofuran; toluene;
at -78 ℃;
for 0.583333h;
DOI:10.1246/bcsj.77.1925
- Guidance literature:
-
Multi-step reaction with 7 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
7.1: 93 percent / DIBAL / tetrahydrofuran; toluene / 0.58 h / -78 °C
With
pyridinium perbromide hydrobromide; pyridine-SO3 complex; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; zinc dibromide;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene;
6.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1246/bcsj.77.1925
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 2.32 g / K2CO3 / dimethylformamide / 1 h / 20 °C
2.1: NaH; DMSO / tetrahydrofuran / 0.67 h / 0 - 5 °C
2.2: tetrahydrofuran; dimethylsulfoxide / 0.92 h / 0 °C
3.1: ZnBr2 / benzene / 0.33 h / Heating
4.1: NaH / tetrahydrofuran / 1.5 h / 0 °C
4.2: 1.77 g / tetrahydrofuran / 0.42 h / -78 - 0 °C
5.1: 93 percent / DIBAL / tetrahydrofuran; toluene / 0.58 h / -78 °C
With
sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; zinc dibromide;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; benzene;
4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1246/bcsj.77.1925
