Technology Process of [2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3,5-dibromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester
There total 13 articles about [2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3,5-dibromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 95 percent / PPh3; H2O / tetrahydrofuran / 20 °C
2: 98 percent / hydrogen / 10 percent Pd/C / ethyl acetate / 20 °C
3: 82 percent / NBS / dimethylformamide / 20 °C
4: 68 percent / NaH / dimethylformamide / 90 °C
5: 95 percent / NaBH4 / tetrahydrofuran; methanol / 20 °C
6: 92 percent / PPh3; I2; imidazole / tetrahydrofuran / 20 °C
7: 98 percent / dimethylformamide / 40 °C
8: NaBH4; CoCl2 / methanol / 0 °C
With
1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; water; hydrogen; iodine; sodium hydride; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
1: Acetylation / 2: Hydrogenolysis / 3: Bromination / 4: Arylation / 5: Reduction / 6: Iodination / 7: Substitution / 8: Reduction;
DOI:10.1016/S0040-4039(99)01430-6
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 96 percent / Sharpless AD-mix-α
2: 93 percent / pyridine / CH2Cl2 / 0 °C
3: 87 percent / NaN3 / CH2Cl2 / 50 °C
4: 97 percent / imidazole / dimethylformamide / 20 °C
5: 95 percent / PPh3; H2O / tetrahydrofuran / 20 °C
6: 98 percent / hydrogen / 10 percent Pd/C / ethyl acetate / 20 °C
7: 82 percent / NBS / dimethylformamide / 20 °C
8: 68 percent / NaH / dimethylformamide / 90 °C
9: 95 percent / NaBH4 / tetrahydrofuran; methanol / 20 °C
10: 92 percent / PPh3; I2; imidazole / tetrahydrofuran / 20 °C
11: 98 percent / dimethylformamide / 40 °C
12: NaBH4; CoCl2 / methanol / 0 °C
With
pyridine; 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; Sharpless AD-mix-α; water; hydrogen; iodine; sodium hydride; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
1: Addition / 2: Tosylation / 3: azidation / 4: silylation / 5: Acetylation / 6: Hydrogenolysis / 7: Bromination / 8: Arylation / 9: Reduction / 10: Iodination / 11: Substitution / 12: Reduction;
DOI:10.1016/S0040-4039(99)01430-6
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 93 percent / pyridine / CH2Cl2 / 0 °C
2: 87 percent / NaN3 / CH2Cl2 / 50 °C
3: 97 percent / imidazole / dimethylformamide / 20 °C
4: 95 percent / PPh3; H2O / tetrahydrofuran / 20 °C
5: 98 percent / hydrogen / 10 percent Pd/C / ethyl acetate / 20 °C
6: 82 percent / NBS / dimethylformamide / 20 °C
7: 68 percent / NaH / dimethylformamide / 90 °C
8: 95 percent / NaBH4 / tetrahydrofuran; methanol / 20 °C
9: 92 percent / PPh3; I2; imidazole / tetrahydrofuran / 20 °C
10: 98 percent / dimethylformamide / 40 °C
11: NaBH4; CoCl2 / methanol / 0 °C
With
pyridine; 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; water; hydrogen; iodine; sodium hydride; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
1: Tosylation / 2: azidation / 3: silylation / 4: Acetylation / 5: Hydrogenolysis / 6: Bromination / 7: Arylation / 8: Reduction / 9: Iodination / 10: Substitution / 11: Reduction;
DOI:10.1016/S0040-4039(99)01430-6