(E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene

Base Information

• Chemical Name: (E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene
• CAS No.: 331248-77-2
• Molecular Formula: C₄₃H₃₃BrO₇
• Molecular Weight: 741.635
• Mol file: 331248-77-2.mol

Synonyms:(E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene

Chemical Property of (E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene

There total 8 articles about (E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene 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: 63.0%

dimethyl 2-bromo-4-benzyloxy-5-methoxybenzylphosphonate (331248-70-5) + methyl 4,5-diphenylmethylenedioxy-3-(4-formylphenoxy)benzoate (331248-68-1) → (E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene (331248-77-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃;

DOI:10.3987/COM-00-S(I)26

Reference yield:

3-methoxy-4-(phenylmethoxy)benzaldehyde (2426-87-1) → (E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene (331248-77-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / sodium acetate; bromine / acetic acid / 11 h / 40 °C

2: NaBH₄ / tetrahydrofuran / 4 h / 0 °C

3: CBr₄; triphenylphosphine / methanol / 20 °C

4: 100 percent / 3 h / 90 °C

5: 63 percent / NaH / tetrahydrofuran / 20 °C

With sodium tetrahydroborate; carbon tetrabromide; bromine; sodium acetate; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; acetic acid; 5: Wardworth-Emmons reaction;

DOI:10.3987/COM-00-S(I)26

Reference yield:

4-benzyloxy-6-bromo-3-methoxybenzaldehyde (40705-22-4) → (E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene (331248-77-2)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄ / tetrahydrofuran / 4 h / 0 °C

2: CBr₄; triphenylphosphine / methanol / 20 °C

3: 100 percent / 3 h / 90 °C

4: 63 percent / NaH / tetrahydrofuran / 20 °C

With sodium tetrahydroborate; carbon tetrabromide; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; 4: Wardworth-Emmons reaction;

DOI:10.3987/COM-00-S(I)26

upstream raw materials:

dimethyl 2-bromo-4-benzyloxy-5-methoxybenzylphosphonate

methyl 4,5-diphenylmethylenedioxy-3-(4-formylphenoxy)benzoate

3-methoxy-4-(phenylmethoxy)benzaldehyde

4-benzyloxy-6-bromo-3-methoxybenzaldehyde

Downstream raw materials:

4-{4-[(E)-2-(4-Benzyloxy-2-bromo-5-methoxy-phenyl)-vinyl]-phenoxy}-6-[(E)-2-(5-benzyloxy-2-bromo-phenyl)-vinyl]-2,2-diphenyl-benzo[1,3]dioxole

(E)-1-[[4-(5-dimethylphosphonomethyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene