Technology Process of (5S)-3,4,5-Trimethyl-5,6,7,8-tetrahydronaphtho[2,3-b]furan-9-ol
There total 14 articles about (5S)-3,4,5-Trimethyl-5,6,7,8-tetrahydronaphtho[2,3-b]furan-9-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron tribromide;
In
dichloromethane;
at -78 - 0 ℃;
for 1.5h;
DOI:10.3987/COM-04-10262
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 100 percent / NaOH / tetrahydrofuran; H2O; methanol / 2 h / 20 °C
2: 86 percent / P2O5; methanesulfonic acid / 1.5 h / 20 °C
3: 94 percent / H2; acetic acid / 20 percent Pd(OH)2-C / tetrahydrofuran / 1.5 h / 20 °C / 760 Torr
4: 68 percent / AlCl3; AgClO4 / CH2Cl2 / 2 h / 20 °C
5: AlCl3 / benzene / 1.5 h / 20 °C
6: 96 percent / K2CO3 / dimethylformamide / 2.5 h / 50 °C
7: 98 percent / NaOH / tetrahydrofuran; H2O; methanol / 1.5 h / 20 °C
8: 70 percent / sodium acetate / acetic anhydride / 1.5 h / 100 °C
9: 60 percent / BBr3 / CH2Cl2 / 1.5 h / -78 - 0 °C
With
sodium hydroxide; aluminium trichloride; methanesulfonic acid; hydrogen; sodium acetate; silver perchlorate; phosphorus pentoxide; boron tribromide; potassium carbonate; acetic acid;
palladium hydroxide - carbon;
In
tetrahydrofuran; methanol; dichloromethane; water; acetic anhydride; N,N-dimethyl-formamide; benzene;
4: Mukaiyama's Friedel-Crafts acylation;
DOI:10.3987/COM-04-10262
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 94 percent / H2; acetic acid / 20 percent Pd(OH)2-C / tetrahydrofuran / 1.5 h / 20 °C / 760 Torr
2: 68 percent / AlCl3; AgClO4 / CH2Cl2 / 2 h / 20 °C
3: AlCl3 / benzene / 1.5 h / 20 °C
4: 96 percent / K2CO3 / dimethylformamide / 2.5 h / 50 °C
5: 98 percent / NaOH / tetrahydrofuran; H2O; methanol / 1.5 h / 20 °C
6: 70 percent / sodium acetate / acetic anhydride / 1.5 h / 100 °C
7: 60 percent / BBr3 / CH2Cl2 / 1.5 h / -78 - 0 °C
With
sodium hydroxide; aluminium trichloride; hydrogen; sodium acetate; silver perchlorate; boron tribromide; potassium carbonate; acetic acid;
palladium hydroxide - carbon;
In
tetrahydrofuran; methanol; dichloromethane; water; acetic anhydride; N,N-dimethyl-formamide; benzene;
2: Mukaiyama's Friedel-Crafts acylation;
DOI:10.3987/COM-04-10262