2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid

Base Information

• Chemical Name: 2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid
• CAS No.: 511257-17-3
• Molecular Formula: C₃₅H₃₁Br₂N₃O₁₀
• Molecular Weight: 813.453
• Mol file: 511257-17-3.mol

Synonyms:2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid

Chemical Property of 2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid

There total 12 articles about 2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid 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: 90.0%

2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid allyl ester (511257-16-2) → 2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid (511257-17-3)

Guidance literature:

With formic acid; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; for 3h;

DOI:10.1016/S0040-4039(02)02378-X

Reference yield:

3-bromo-4,5-dihydroxybenzaldehyde (16414-34-9) → 2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid (511257-17-3)

Guidance literature:

Multi-step reaction with 11 steps

1: Li₂CO₃ / dimethylformamide / 4 h

2: K₂CO₃ / 2 h

3: 82 percent / NaHMDS / 0.5 h / -78 - 20 °C

4: HF-pyr / 10 h / 20 °C

5: 76 percent / RhCl₃*3H₂O / ethanol / 12 h / Heating

6: 91 percent / K₂CO₃ / dimethylformamide / 4 h

7: LiOH / tetrahydrofuran; methanol; H₂O

8: K₂CO₃

9: NaHMDS / 0.5 h / -78 - 20 °C

10: HF-pyr / 10 h / 20 °C

11: 90 percent / Et₃N; PPh₃; HCO₂H / Pd(OAc)2 / tetrahydrofuran / 3 h

With pyridine; lithium hydroxide; rhodium(III) chloride; formic acid; hydrogen fluoride; sodium hexamethyldisilazane; lithium carbonate; potassium carbonate; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)02378-X

Reference yield:

3-bromo-4-methoxy-5-hydroxybenzaldehyde (23354-30-5) → 2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid (511257-17-3)

Guidance literature:

Multi-step reaction with 10 steps

1: K₂CO₃ / 2 h

2: 82 percent / NaHMDS / 0.5 h / -78 - 20 °C

3: HF-pyr / 10 h / 20 °C

4: 76 percent / RhCl₃*3H₂O / ethanol / 12 h / Heating

5: 91 percent / K₂CO₃ / dimethylformamide / 4 h

6: LiOH / tetrahydrofuran; methanol; H₂O

7: K₂CO₃

8: NaHMDS / 0.5 h / -78 - 20 °C

9: HF-pyr / 10 h / 20 °C

10: 90 percent / Et₃N; PPh₃; HCO₂H / Pd(OAc)2 / tetrahydrofuran / 3 h

With pyridine; lithium hydroxide; rhodium(III) chloride; formic acid; hydrogen fluoride; sodium hexamethyldisilazane; potassium carbonate; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)02378-X

upstream raw materials:

2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid allyl ester

3-bromo-4,5-dihydroxybenzaldehyde

3-bromo-4-methoxy-5-hydroxybenzaldehyde

3,4-dihydroxybenzaldehyde

Downstream raw materials:

2-[(E)-Benzyloxyimino]-3-(4-{5-[2-[(E)-benzyloxyimino]-2-(2-{3-bromo-4-[3-bromo-5-(2-tert-butoxycarbonylamino-ethyl)-2-methoxy-phenoxy]-phenyl}-ethylcarbamoyl)-ethyl]-3-bromo-2-methoxy-phenoxy}-5-bromo-2-nitro-phenyl)-propionic acid ethyl ester

2-benzyloxyimino-3-(4-{5-[2-benzyloxyimino-2-(2-{3-bromo-4-[3-bromo-5-(2-tert-butoxycarbonylamino-ethyl)-2-methoxy-phenoxy]-phenyl}-ethylcarbamoyl)-ethyl]-3-bromo-2-methoxy-phenoxy}-5-bromo-2-nitro-phenyl)-propionic acid pentafluorophenyl ester