2-[(Z)-Benzyloxyimino]-3-(3-{4-[2-[(Z)-benzyloxyimino]-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-bromo-phenoxy}-5-bromo-4-methoxy-phenyl)-propionic acid methyl ester

Base Information

• Chemical Name: 2-[(Z)-Benzyloxyimino]-3-(3-{4-[2-[(Z)-benzyloxyimino]-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-bromo-phenoxy}-5-bromo-4-methoxy-phenyl)-propionic acid methyl ester
• CAS No.: 250284-87-8
• Molecular Formula: C₄₀H₄₆Br₂N₂O₇Si
• Molecular Weight: 854.708

Synonyms:2-[(Z)-Benzyloxyimino]-3-(3-{4-[2-[(Z)-benzyloxyimino]-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-bromo-phenoxy}-5-bromo-4-methoxy-phenyl)-propionic acid methyl ester

Chemical Property of 2-[(Z)-Benzyloxyimino]-3-(3-{4-[2-[(Z)-benzyloxyimino]-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-bromo-phenoxy}-5-bromo-4-methoxy-phenyl)-propionic acid methyl ester

Chemical Property:

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Technology Process of 2-[(Z)-Benzyloxyimino]-3-(3-{4-[2-[(Z)-benzyloxyimino]-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-bromo-phenoxy}-5-bromo-4-methoxy-phenyl)-propionic acid methyl ester

There total 17 articles about 2-[(Z)-Benzyloxyimino]-3-(3-{4-[2-[(Z)-benzyloxyimino]-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-bromo-phenoxy}-5-bromo-4-methoxy-phenyl)-propionic acid methyl 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: 92.0%

O-benzylhydoxylamine hydrochloride (2687-43-6) + 2-benzyloxyimino-3-(3-bromo-5-{2-bromo-4-[3-(tert-butyl-dimethyl-silanyloxy)-2-oxo-propyl]-phenoxy}-4-methoxy-phenyl)-propionic acid methyl ester → 2-[(Z)-Benzyloxyimino]-3-(3-{4-[2-[(Z)-benzyloxyimino]-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-bromo-phenoxy}-5-bromo-4-methoxy-phenyl)-propionic acid methyl ester (250284-87-8)

Guidance literature:

With pyridine; In ethanol; at 100 ℃;

DOI:10.1016/S0040-4039(99)01429-X

Reference yield:

p-benzyloxyphenylbromide (6793-92-6) → 2-[(Z)-Benzyloxyimino]-3-(3-{4-[2-[(Z)-benzyloxyimino]-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-bromo-phenoxy}-5-bromo-4-methoxy-phenyl)-propionic acid methyl ester (250284-87-8)

Guidance literature:

Multi-step reaction with 16 steps

1: 93 percent / Mg / tetrahydrofuran / Heating

2: 99 percent / K₂OsO₂(OH)2; K₂CO₃; K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O / 20 °C

3: 95 percent / 2,2-dimethoxypropane; PPTS / 20 °C

4: 99 percent / hydrogen / 10 percent Pd/C / ethyl acetate / 20 °C

5: 87 percent / NBS / dimethylformamide / 20 °C

6: 76 percent / NaH / dimethylformamide / 90 °C

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

8: 90 percent / Ph₃P; I₂; imidazole / 20 °C

9: 85 percent / diethyl ether / 20 °C

10: 85 percent / BuONO; NaOMe / methanol / 0 °C

11: 87 percent / NaH / dimethylformamide / 20 °C

12: 85 percent / NBS / acetonitrile / 50 °C

13: 100 percent / HCl (1N) / tetrahydrofuran / 20 °C

14: 97 percent / imidazole / dimethylformamide / 20 °C

15: 85 percent / TEMPO; NaOCl; KBr / acetone / 0 °C

16: 92 percent / pyridine / ethanol / 100 °C

With pyridine; 1H-imidazole; hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium tetrahydroborate; N-Bromosuccinimide; n-Butyl nitrite; K₂OsO₂(OH)2; hydrogen; iodine; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; magnesium; triphenylphosphine; 2,2-dimethoxy-propane; potassium bromide; potassium hexacyanoferrate(III); palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol; 1: Alkylation / 2: Oxidation / 3: acetonization / 4: Reduction / 5: Bromination / 6: Arylation / 7: Reduction / 8: Iodination / 9: Substitution / 10: Nitrosation / 11: Alkylation / 12: Bromination / 13: Hydrolysis / 14: silylation / 15: Oxidation / 16: Condensation;

DOI:10.1016/S0040-4039(99)01429-X

Reference yield:

1-(benzyloxy)-4-(prop-2-en-1-yl)benzene (90617-59-7) → 2-[(Z)-Benzyloxyimino]-3-(3-{4-[2-[(Z)-benzyloxyimino]-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-bromo-phenoxy}-5-bromo-4-methoxy-phenyl)-propionic acid methyl ester (250284-87-8)

Guidance literature:

Multi-step reaction with 15 steps

1: 99 percent / K₂OsO₂(OH)2; K₂CO₃; K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O / 20 °C

2: 95 percent / 2,2-dimethoxypropane; PPTS / 20 °C

3: 99 percent / hydrogen / 10 percent Pd/C / ethyl acetate / 20 °C

4: 87 percent / NBS / dimethylformamide / 20 °C

5: 76 percent / NaH / dimethylformamide / 90 °C

6: 95 percent / NaBH₄ / methanol; tetrahydrofuran / 20 °C

7: 90 percent / Ph₃P; I₂; imidazole / 20 °C

8: 85 percent / diethyl ether / 20 °C

9: 85 percent / BuONO; NaOMe / methanol / 0 °C

10: 87 percent / NaH / dimethylformamide / 20 °C

11: 85 percent / NBS / acetonitrile / 50 °C

12: 100 percent / HCl (1N) / tetrahydrofuran / 20 °C

13: 97 percent / imidazole / dimethylformamide / 20 °C

14: 85 percent / TEMPO; NaOCl; KBr / acetone / 0 °C

15: 92 percent / pyridine / ethanol / 100 °C

With pyridine; 1H-imidazole; hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium tetrahydroborate; N-Bromosuccinimide; n-Butyl nitrite; K₂OsO₂(OH)2; hydrogen; iodine; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; triphenylphosphine; 2,2-dimethoxy-propane; potassium bromide; potassium hexacyanoferrate(III); palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol; 1: Oxidation / 2: acetonization / 3: Reduction / 4: Bromination / 5: Arylation / 6: Reduction / 7: Iodination / 8: Substitution / 9: Nitrosation / 10: Alkylation / 11: Bromination / 12: Hydrolysis / 13: silylation / 14: Oxidation / 15: Condensation;

DOI:10.1016/S0040-4039(99)01429-X

upstream raw materials:

O-benzylhydoxylamine hydrochloride

p-benzyloxyphenylbromide

2,2'-dimethoxy-5,5'-diformyl-diphenyl-iodonium bromide

4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenol

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