3-[4-(3-Benzyloxycarbonylamino-propoxy)-3,5-dibromo-phenyl]-2-[(Z)-4-methoxy-benzyloxyimino]-propionic acid

Base Information

• Chemical Name: 3-[4-(3-Benzyloxycarbonylamino-propoxy)-3,5-dibromo-phenyl]-2-[(Z)-4-methoxy-benzyloxyimino]-propionic acid
• CAS No.: 882687-12-9
• Molecular Formula: C₂₈H₂₈Br₂N₂O₇
• Molecular Weight: 664.348
• Mol file: 882687-12-9.mol

Synonyms:3-[4-(3-Benzyloxycarbonylamino-propoxy)-3,5-dibromo-phenyl]-2-[(Z)-4-methoxy-benzyloxyimino]-propionic acid

Chemical Property of 3-[4-(3-Benzyloxycarbonylamino-propoxy)-3,5-dibromo-phenyl]-2-[(Z)-4-methoxy-benzyloxyimino]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4-(3-Benzyloxycarbonylamino-propoxy)-3,5-dibromo-phenyl]-2-[(Z)-4-methoxy-benzyloxyimino]-propionic acid

There total 4 articles about 3-[4-(3-Benzyloxycarbonylamino-propoxy)-3,5-dibromo-phenyl]-2-[(Z)-4-methoxy-benzyloxyimino]-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: 33.5%

benzyl {3-[2,6-dibromo-4-(5-oxo-2-methyloxazol-4-ylidenemethyl)phenoxy]propyl}carbamate + O-(4-methoxybenzyl)-hydroxylamine HCl → 3-[4-(3-Benzyloxycarbonylamino-propoxy)-3,5-dibromo-phenyl]-2-[(Z)-4-methoxy-benzyloxyimino]-propionic acid (882687-12-9)

Guidance literature:

benzyl {3-[2,6-dibromo-4-(5-oxo-2-methyloxazol-4-ylidenemethyl)phenoxy]propyl}carbamate; With barium dihydroxide; In 1,4-dioxane; at 60 ℃; for 1h;

O-(4-methoxybenzyl)-hydroxylamine HCl; In 1,4-dioxane; at 60 ℃; for 13h;

DOI:10.1021/jm051030l

Reference yield:

benzyl [3-(2,6-dibromo-4-formylphenoxy)propyl]carbamate (882687-07-2) → 3-[4-(3-Benzyloxycarbonylamino-propoxy)-3,5-dibromo-phenyl]-2-[(Z)-4-methoxy-benzyloxyimino]-propionic acid (882687-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / NaOAc; Ac₂O / 4 h / 120 °C

2.1: aq. Ba(OH)2 / dioxane / 1 h / 60 °C

2.2: 33.5 percent / dioxane / 13 h / 60 °C

With barium dihydroxide; sodium acetate; acetic anhydride; In 1,4-dioxane;

DOI:10.1021/jm051030l

Reference yield:

3,5-dibromo-4-hydroxybenzaldehyde (2973-77-5) → 3-[4-(3-Benzyloxycarbonylamino-propoxy)-3,5-dibromo-phenyl]-2-[(Z)-4-methoxy-benzyloxyimino]-propionic acid (882687-12-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 70.5 percent / K₂CO₃ / dimethylformamide / 4 h / 100 °C

2.1: 97 percent / NaOAc; Ac₂O / 4 h / 120 °C

3.1: aq. Ba(OH)2 / dioxane / 1 h / 60 °C

3.2: 33.5 percent / dioxane / 13 h / 60 °C

With barium dihydroxide; sodium acetate; acetic anhydride; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm051030l

upstream raw materials:

benzyl [3-(2,6-dibromo-4-formylphenoxy)propyl]carbamate

3,5-dibromo-4-hydroxybenzaldehyde

4-hydroxy-benzaldehyde

Downstream raw materials:

[3-(2,6-Dibromo-4-{2-[(Z)-4-methoxy-benzyloxyimino]-2-phenethylcarbamoyl-ethyl}-phenoxy)-propyl]-carbamic acid benzyl ester

benzyl (3-{4-[2-[2-(2-amino-3H-imidazol-4-yl)ethylcarbamoyl]-2-(4-methoxybenzyloxyimino)ethyl]-2,6-dibromophenoxy}propyl)carbamate

purealidin A

[3-(2,6-Dibromo-4-{2-[(Z)-4-methoxy-benzyloxyimino]-2-[2-(4-methoxy-phenyl)-ethylcarbamoyl]-ethyl}-phenoxy)-propyl]-carbamic acid benzyl ester