Technology Process of phenylmethyl (1S,4S,6S)-4-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate
There total 9 articles about phenylmethyl (1S,4S,6S)-4-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
phenylmethyl ((1S)-2-{[(1,1-dimethylethyl)(diphenyl)silyl]oxy}-1-{[2-(hydroxymethyl)cyclopropyl]methyl}ethyl)carbamate;
With
methanesulfonyl chloride; triethylamine;
In
dichloromethane;
for 3h;
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C
1.2: 0.5 h / 20 °C
2.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C
3.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / -78 °C
3.2: -78 °C
4.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C
5.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 0 °C
5.2: 0 - 20 °C
6.1: methanesulfonyl chloride; triethylamine / dichloromethane / 3 h
6.2: 0 - 20 °C
With
18-crown-6 ether; diethylzinc; potassium hexamethylsilazane; diisobutylaluminium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: caesium carbonate / water; acetone / 5 h / 20 °C
1.2: pH 2
2.1: 1H-imidazole / N,N-dimethyl-formamide / 15 h / 20 °C
3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C
3.2: 0.5 h / 20 °C
4.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C
5.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / -78 °C
5.2: -78 °C
6.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C
7.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 0 °C
7.2: 0 - 20 °C
8.1: methanesulfonyl chloride; triethylamine / dichloromethane / 3 h
8.2: 0 - 20 °C
With
1H-imidazole; 18-crown-6 ether; diethylzinc; potassium hexamethylsilazane; diisobutylaluminium hydride; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
![phenylmethyl ((1S)-2-{[(1,1-dimethylethyl)(diphenyl)silyl]oxy}-1-{[2-(hydroxymethyl)cyclopropyl]methyl}ethyl)carbamate](/Databaselist/images/loading.webp)
