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

Base Information

• Chemical Name: 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
• CAS No.: 511257-18-4
• Molecular Formula: C₅₇H₅₇Br₄N₅O₁₃
• Molecular Weight: 1339.72
• Mol file: 511257-18-4.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 19 articles about 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 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: 78.0%

(2-{3-[4-(2-amino-ethyl)-2-bromo-phenoxy]-5-bromo-4-methoxy-phenyl}-ethyl)-carbamic acid tert-butyl ester (511257-10-6) + 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) → 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 (511257-18-4)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; for 10h;

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

Reference yield:

3,4-dihydroxybenzaldehyde (139-85-5) → 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 (511257-18-4)

Guidance literature:

Multi-step reaction with 13 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

12: 90 percent / Et₃N; PPh₃; HCO₂H / Pd(OAc)2 / tetrahydrofuran / 3 h

13: 78 percent / DCC; HOBT / CH₂Cl₂ / 10 h

With pyridine; lithium hydroxide; rhodium(III) chloride; formic acid; hydrogen fluoride; bromine; sodium hexamethyldisilazane; lithium carbonate; potassium carbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetic acid; 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-(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 (511257-18-4)

Guidance literature:

Multi-step reaction with 11 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

11: 78 percent / DCC; HOBT / CH₂Cl₂ / 10 h

With pyridine; lithium hydroxide; rhodium(III) chloride; formic acid; hydrogen fluoride; sodium hexamethyldisilazane; potassium carbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

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

upstream raw materials:

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

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