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

Base Information

• Chemical Name: {2-(tert-butyl-dimethyl-silanyloxy)-2-[3,5-dibromo-4-(5-cyanomethyl-2-methoxy-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester
• CAS No.: 250281-95-9
• Molecular Formula: C₂₈H₃₈Br₂N₂O₅Si
• Molecular Weight: 670.514

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

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

Chemical Property:

Purity/Quality:

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

There total 12 articles about {2-(tert-butyl-dimethyl-silanyloxy)-2-[3,5-dibromo-4-(5-cyanomethyl-2-methoxy-phenoxy)-phenyl]-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: 98.0%

potassium cyanide (151-50-8) + {2-(tert-butyl-dimethyl-silanyloxy)-2-[3,5-dibromo-4-(5-iodomethyl-2-methoxy-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester → {2-(tert-butyl-dimethyl-silanyloxy)-2-[3,5-dibromo-4-(5-cyanomethyl-2-methoxy-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester (250281-95-9)

Guidance literature:

In N,N-dimethyl-formamide; at 40 ℃;

DOI:10.1016/S0040-4039(99)01430-6

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → {2-(tert-butyl-dimethyl-silanyloxy)-2-[3,5-dibromo-4-(5-cyanomethyl-2-methoxy-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester (250281-95-9)

Guidance literature:

Multi-step reaction with 7 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

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;

DOI:10.1016/S0040-4039(99)01430-6

Reference yield:

p-benzyloxystyrene (36438-64-9) → {2-(tert-butyl-dimethyl-silanyloxy)-2-[3,5-dibromo-4-(5-cyanomethyl-2-methoxy-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester (250281-95-9)

Guidance literature:

Multi-step reaction with 11 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

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;

DOI:10.1016/S0040-4039(99)01430-6

upstream raw materials:

potassium cyanide

di-tert-butyl dicarbonate

p-benzyloxystyrene

(S)-(+)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol

Downstream raw materials:

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

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

C₅₆H₅₇Br₅N₄O₉Si

C₆₂H₇₁Br₃N₄O₁₂Si

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