[2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3-bromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3-bromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester
CAS No.:250281-96-0
Molecular Formula:C₂₈H₄₃BrN₂O₅Si
Molecular Weight:595.649
Hs Code.:

[2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3-bromo-phenyl}-2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:[2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3-bromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester

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Chemical Property of [2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3-bromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester

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Technology Process of [2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3-bromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester

There total 14 articles about [2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3-bromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

: 250281-95-9
{2-(tert-butyl-dimethyl-silanyloxy)-2-[3,5-dibromo-4-(5-cyanomethyl-2-methoxy-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester

: 250281-96-0
[2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3-bromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: With sodium tetrahydroborate; nickel dichloride; In methanol; at 0 ℃;
DOI:10.1016/S0040-4039(99)01430-6

Reference yield:

: [2-azido-1-(4-benzyloxy-phenyl)-ethoxy]-tert-butyl-dimethyl-silane

: 250281-96-0
[2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3-bromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester

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: 75 percent / NaBH₄; NiCl₂ / methanol / 0 °C

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; water; hydrogen; iodine; sodium hydride; triphenylphosphine; nickel dichloride; 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

Reference yield:

: (S)-2-[4-(benzyloxy)phenyl]-2-hydroxyethyl 4-methylbenzenesulfonate

: 250281-96-0
[2-{4-[5-(2-amino-ethyl)-2-methoxy-phenoxy]-3-bromo-phenyl}-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 87 percent / NaN₃ / CH₂Cl₂ / 50 °C

2: 97 percent / imidazole / dimethylformamide / 20 °C

3: 95 percent / PPh₃; H₂O / tetrahydrofuran / 20 °C

4: 98 percent / hydrogen / 10 percent Pd/C / ethyl acetate / 20 °C

5: 82 percent / NBS / dimethylformamide / 20 °C

6: 68 percent / NaH / dimethylformamide / 90 °C

7: 95 percent / NaBH₄ / tetrahydrofuran; methanol / 20 °C

8: 92 percent / PPh₃; I₂; imidazole / tetrahydrofuran / 20 °C

9: 98 percent / dimethylformamide / 40 °C

10: 75 percent / NaBH₄; NiCl₂ / methanol / 0 °C

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; water; hydrogen; iodine; sodium hydride; triphenylphosphine; nickel dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: azidation / 2: silylation / 3: Acetylation / 4: Hydrogenolysis / 5: Bromination / 6: Arylation / 7: Reduction / 8: Iodination / 9: Substitution / 10: Reduction;
DOI:10.1016/S0040-4039(99)01430-6