4-(4'-(((3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methyl)thio)(1,1'-biphenyl)-4-yl)-2,4-dioxobutanoic acid

Base Information

• Chemical Name: 4-(4'-(((3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methyl)thio)(1,1'-biphenyl)-4-yl)-2,4-dioxobutanoic acid
• CAS No.: 83085-97-6
• Molecular Formula: C26H22O7S
• Molecular Weight: 0
• Mol file: 83085-97-6.mol

Synonyms:4-Dhbmd;

Chemical Property of 4-(4'-(((3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methyl)thio)(1,1'-biphenyl)-4-yl)-2,4-dioxobutanoic acid

Chemical Property:

• Boiling Point: 697oC at 760 mmHg
• Flash Point: 375.3oC
• PSA: 135.43000
• Density: 1.44g/cm3
• LogP: 3.87470

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(4'-(((3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methyl)thio)(1,1'-biphenyl)-4-yl)-2,4-dioxobutanoic acid

There total 7 articles about 4-(4'-(((3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methyl)thio)(1,1'-biphenyl)-4-yl)-2,4-dioxobutanoic 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: 73.0%

ethyl 4-<4'-<<(3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methyl>thio><1,1'-biphenyl>-4-yl>-2,4-dioxobutanoate (83085-98-7) → 4-[[4'-[(3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methylthio]-1,1'-biphenyl]-4-yl]-2,4-dioxo-1-butanoic acid (83085-97-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; ethanol; Ambient temperature;

DOI:10.1021/jm00362a020

Reference yield:

3,4-dihydro-2H-1,5-benzodioxepin-3-spirooxirane (27612-42-6) → 4-[[4'-[(3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methylthio]-1,1'-biphenyl]-4-yl]-2,4-dioxo-1-butanoic acid (83085-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75.6 percent / Et₃N / tetrahydrofuran / Ambient temperature

2: 73 percent / 2 N aq. NaOH / ethanol; dioxane / Ambient temperature

With sodium hydroxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol;

DOI:10.1021/jm00362a020

Reference yield:

1-(4'-hydroxybiphenyl-4-yl)ethanone (13021-17-5) → 4-[[4'-[(3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methylthio]-1,1'-biphenyl]-4-yl]-2,4-dioxo-1-butanoic acid (83085-97-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 2.) RT, overnight

2: 90.3 percent / 2 h / 255 - 260 °C

3: 49.4 percent / 2 N NaOH / methanol / 6 h / Heating

4: 84 percent / NaOEt / ethanol; dimethylformamide / 3 h / Ambient temperature

5: 75.6 percent / Et₃N / tetrahydrofuran / Ambient temperature

6: 73 percent / 2 N aq. NaOH / ethanol; dioxane / Ambient temperature

With sodium hydroxide; sodium ethanolate; sodium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00362a020

upstream raw materials:

ethyl 4-<4'-<<(3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methyl>thio><1,1'-biphenyl>-4-yl>-2,4-dioxobutanoate

3,4-dihydro-2H-1,5-benzodioxepin-3-spirooxirane

1-(4'-hydroxybiphenyl-4-yl)ethanone

4-acetyl-4'-mercapto<1,1'-biphenyl>