4-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile

Base Information

• Chemical Name: 4-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile
• CAS No.: 212688-10-3
• Molecular Formula: C₃₇H₃₀Br₂NO₄P
• Molecular Weight: 743.431

Synonyms:4-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile

Chemical Property of 4-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile

Chemical Property:

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Technology Process of 4-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile

There total 5 articles about 4-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyronitrile 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: 88.0%

cyanomethylene triphenylphosphorane (16640-68-9) + 3,5-dibromo-2-(p-methoxybenzyloxy)-4-methoxyphenylacetic acid (212688-09-0) → 4-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-3-oxo-2-(triphenyl-λ5-phosphanylidene)-butyronitrile (212688-10-3)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1021/jo980860m

Reference yield:

methyl (2-benzyloxy-4-methoxyphenyl)acetate (209404-16-0) → 4-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-3-oxo-2-(triphenyl-λ5-phosphanylidene)-butyronitrile (212688-10-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / H₂ / Pd/C / methanol / 7 h / 760 Torr / Ambient temperature

2: 90 percent / pyridinium hydrobromide perbromide / CH₂Cl₂; pyridine / 1 h / Ambient temperature

3: 93 percent / (n-Bu)4NI, 18-crown-6 / acetone / 3 h / Heating

4: 94 percent / aq. NaOH / methanol / 1.5 h / Ambient temperature

5: 88 percent / EDCI / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydroxide; 18-crown-6 ether; hydrogen; pyridinium hydrobromide perbromide; tetra-(n-butyl)ammonium iodide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In pyridine; methanol; dichloromethane; acetone;

DOI:10.1021/jo980860m

Reference yield:

methyl (3,5-dibromo-2-hydroxy-4-methoxyphenyl)acetate (35353-87-8) → 4-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-3-oxo-2-(triphenyl-λ5-phosphanylidene)-butyronitrile (212688-10-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / (n-Bu)4NI, 18-crown-6 / acetone / 3 h / Heating

2: 94 percent / aq. NaOH / methanol / 1.5 h / Ambient temperature

3: 88 percent / EDCI / CH₂Cl₂ / 4 h / Ambient temperature

With sodium hydroxide; 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; acetone;

DOI:10.1021/jo980860m

upstream raw materials:

cyanomethylene triphenylphosphorane

3,5-dibromo-2-(p-methoxybenzyloxy)-4-methoxyphenylacetic acid

methyl (3,5-dibromo-2-hydroxy-4-methoxyphenyl)acetate

methyl (2-hydroxy-4-methoxyphenyl)acetate

Downstream raw materials:

3-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-N-(4-{3-[3,5-dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-2-oxo-propionylamino}-butyl)-2-oxo-propionamide

3-[3,5-Dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-N-(4-{3-[3,5-dibromo-4-methoxy-2-(4-methoxy-benzyloxy)-phenyl]-2-[(E)-hydroxyimino]-propionylamino}-butyl)-2-[(E)-hydroxyimino]-propionamide

aerothionin

3-(3,5-Dibromo-2-hydroxy-4-methoxy-phenyl)-N-(4-{3-(3,5-dibromo-2-hydroxy-4-methoxy-phenyl)-2-[(E)-hydroxyimino]-propionylamino}-butyl)-2-[(E)-hydroxyimino]-propionamide

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