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

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 allyl ester
• CAS No.: 511257-16-2
• Molecular Formula: C₃₈H₃₅Br₂N₃O₁₀
• Molecular Weight: 853.518

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 allyl ester

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 allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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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 allyl ester

There total 11 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 allyl 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:

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 allyl ester (511257-16-2)

Guidance literature:

Multi-step reaction with 10 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

With pyridine; lithium hydroxide; rhodium(III) chloride; hydrogen fluoride; sodium hexamethyldisilazane; lithium carbonate; potassium carbonate; 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 allyl ester (511257-16-2)

Guidance literature:

Multi-step reaction with 9 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

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

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

Reference yield:

3,4-dihydroxybenzaldehyde (139-85-5) → 2-[(E)-Benzyloxyimino]-3-[3-(4-{2-[(E)-benzyloxyimino]-2-ethoxycarbonyl-ethyl}-2-bromo-5-nitro-phenoxy)-5-bromo-4-methoxy-phenyl]-propionic acid allyl ester (511257-16-2)

Guidance literature:

Multi-step reaction with 11 steps

1: 92 percent / Br₂ / acetic acid

2: Li₂CO₃ / dimethylformamide / 4 h

3: K₂CO₃ / 2 h

4: 82 percent / NaHMDS / 0.5 h / -78 - 20 °C

5: HF-pyr / 10 h / 20 °C

6: 76 percent / RhCl₃*3H₂O / ethanol / 12 h / Heating

7: 91 percent / K₂CO₃ / dimethylformamide / 4 h

8: LiOH / tetrahydrofuran; methanol; H₂O

9: K₂CO₃

10: NaHMDS / 0.5 h / -78 - 20 °C

11: HF-pyr / 10 h / 20 °C

With pyridine; lithium hydroxide; rhodium(III) chloride; hydrogen fluoride; bromine; sodium hexamethyldisilazane; lithium carbonate; potassium carbonate; In tetrahydrofuran; methanol; ethanol; water; acetic acid; N,N-dimethyl-formamide;

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

upstream raw materials:

O-benzylhydoxylamine hydrochloride

3-bromo-4,5-dihydroxybenzaldehyde

3-bromo-4-methoxy-5-hydroxybenzaldehyde

3,4-dihydroxybenzaldehyde

Downstream raw materials:

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

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

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