Technology Process of (4R,7S)-4-(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7-methyloct-1-ene
There total 6 articles about (4R,7S)-4-(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7-methyloct-1-ene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere
1.2: 12 h / -78 - 20 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2.5 h / -78 - 0 °C / Inert atmosphere
2.2: 5.5 h / 0 - 20 °C / Inert atmosphere
3.1: lithium aluminium tetrahydride / diethyl ether / 0.58 h / 0 - 20 °C / Inert atmosphere
4.1: 10-camphorsufonic acid / dichloromethane; cyclohexane / 12 h / 0 - 20 °C / Inert atmosphere
5.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 12 h / 20 °C
5.2: 1 h / 20 °C
6.1: toluene / 2.5 h / -78 °C / Inert atmosphere
6.2: 2 h / -78 - 20 °C
7.1: 1H-imidazole; dmap / dichloromethane / 16 h / 20 °C / Inert atmosphere
With
1H-imidazole; dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; 10-camphorsufonic acid; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane; water; acetone; toluene;
DOI:10.1002/chem.201102462
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere
2.2: 12 h / -78 - 20 °C / Inert atmosphere
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2.5 h / -78 - 0 °C / Inert atmosphere
3.2: 5.5 h / 0 - 20 °C / Inert atmosphere
4.1: lithium aluminium tetrahydride / diethyl ether / 0.58 h / 0 - 20 °C / Inert atmosphere
5.1: 10-camphorsufonic acid / dichloromethane; cyclohexane / 12 h / 0 - 20 °C / Inert atmosphere
6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 12 h / 20 °C
6.2: 1 h / 20 °C
7.1: toluene / 2.5 h / -78 °C / Inert atmosphere
7.2: 2 h / -78 - 20 °C
8.1: 1H-imidazole; dmap / dichloromethane / 16 h / 20 °C / Inert atmosphere
With
1H-imidazole; dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 10-camphorsufonic acid; 4-methylmorpholine N-oxide; N,N-dimethyl-formamide; lithium hexamethyldisilazane;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane; water; acetone; toluene;
DOI:10.1002/chem.201102462
