Technology Process of N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline
There total 7 articles about N-[(1S,2E)-4-(benzyloxy)-1-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-methylbut-2-en-1-yl]-4-methoxyaniline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C21H37NO3Si;
With
sodium hydride;
In
tetrahydrofuran;
at 0 ℃;
for 0.5h;
benzyl bromide;
With
tetra-(n-butyl)ammonium iodide;
In
tetrahydrofuran;
at 20 ℃;
for 19h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: (3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid / dimethyl sulfoxide / 1 h / 20 °C
2.1: sodium tetrahydroborate / methanol; dimethyl sulfoxide / 0.5 h / 0 °C
3.1: 1H-imidazole / N,N-dimethyl-formamide / 10.5 h / 20 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -10 °C
5.1: tetrahydrofuran; diethyl ether / 0.5 h / -78 °C
6.1: toluene / 36 h / Heating / reflux
6.2: 1 h / 0 °C
7.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / -78 °C
7.2: 1 h / 0 °C
8.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
8.2: 19 h / 20 °C
With
1H-imidazole; sodium tetrahydroborate; sodium hydride; diisobutylaluminium hydride; lithium hexamethyldisilazane;
(3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium tetrahydroborate / methanol; dimethyl sulfoxide / 0.5 h / 0 °C
2.1: 1H-imidazole / N,N-dimethyl-formamide / 10.5 h / 20 °C
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -10 °C
4.1: tetrahydrofuran; diethyl ether / 0.5 h / -78 °C
5.1: toluene / 36 h / Heating / reflux
5.2: 1 h / 0 °C
6.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / -78 °C
6.2: 1 h / 0 °C
7.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
7.2: 19 h / 20 °C
With
1H-imidazole; sodium tetrahydroborate; sodium hydride; diisobutylaluminium hydride; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
