3-[4-(3-benzyloxycarbonylaminopropoxy)-3,5-dibromophenyl]-2-benzyloxyiminopropanoic acid

Base Information

• Chemical Name: 3-[4-(3-benzyloxycarbonylaminopropoxy)-3,5-dibromophenyl]-2-benzyloxyiminopropanoic acid
• CAS No.: 882687-09-4
• Molecular Formula: C₂₇H₂₆Br₂N₂O₆
• Molecular Weight: 634.321
• Mol file: 882687-09-4.mol

Synonyms:3-[4-(3-benzyloxycarbonylaminopropoxy)-3,5-dibromophenyl]-2-benzyloxyiminopropanoic acid

Chemical Property of 3-[4-(3-benzyloxycarbonylaminopropoxy)-3,5-dibromophenyl]-2-benzyloxyiminopropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4-(3-benzyloxycarbonylaminopropoxy)-3,5-dibromophenyl]-2-benzyloxyiminopropanoic acid

There total 4 articles about 3-[4-(3-benzyloxycarbonylaminopropoxy)-3,5-dibromophenyl]-2-benzyloxyiminopropanoic 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: 34.0%

benzyl {3-[2,6-dibromo-4-(5-oxo-2-methyloxazol-4-ylidenemethyl)phenoxy]propyl}carbamate + O-benzylhydoxylamine hydrochloride (2687-43-6) → 3-[4-(3-benzyloxycarbonylaminopropoxy)-3,5-dibromophenyl]-2-benzyloxyiminopropanoic acid (882687-09-4)

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-benzylhydoxylamine hydrochloride; In 1,4-dioxane; at 60 ℃; for 6h;

DOI:10.1021/jm051030l

Reference yield:

benzyl [3-(2,6-dibromo-4-formylphenoxy)propyl]carbamate (882687-07-2) → 3-[4-(3-benzyloxycarbonylaminopropoxy)-3,5-dibromophenyl]-2-benzyloxyiminopropanoic acid (882687-09-4)

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: 34 percent / dioxane / 6 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-benzyloxycarbonylaminopropoxy)-3,5-dibromophenyl]-2-benzyloxyiminopropanoic acid (882687-09-4)

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: 34 percent / dioxane / 6 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:

O-benzylhydoxylamine hydrochloride

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

3,5-dibromo-4-hydroxybenzaldehyde

4-hydroxy-benzaldehyde