2-[trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione

Base Information

• Chemical Name: 2-[trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione
• CAS No.: 1199556-88-1
• Molecular Formula: C₁₉H₁₆BrNO₃
• Molecular Weight: 386.245
• Mol file: 1199556-88-1.mol

Synonyms:2-[trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione

Chemical Property of 2-[trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione

There total 5 articles about 2-[trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione 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:

2-[1-(4-bromophenyl)-3-oxocyclobutyl]-1H-isoindole-1,3(2H)-dione (1199556-87-0) + methylmagnesium bromide (75-16-1) → 2-[trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione (1199556-88-1) + 2-[cis-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione (1199556-89-2)

Guidance literature:

2-[1-(4-bromophenyl)-3-oxocyclobutyl]-1H-isoindole-1,3(2H)-dione; methylmagnesium bromide; In tetrahydrofuran; dichloromethane; at -20 ℃; for 1h;

With water; citric acid; In tetrahydrofuran; dichloromethane;

Reference yield:

2-(4-bromophenyl)-5,8-dioxaspiro[3.4]octan-2-amine (1199556-85-8) → 2-[trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione (1199556-88-1) + 2-[cis-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione (1199556-89-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / chloroform / 70 °C

2: toluenesulfonic acid monohydrate / acetone / 48 h / Reflux

3: tetrahydrofuran; dichloromethane / 1 h / -20 °C

With triethylamine; In tetrahydrofuran; dichloromethane; chloroform; acetone;

Reference yield:

2-[2-(4-bromophenyl)-5,8-dioxaspiro[3.4]oct-2-yl]-1H-isoindole-1,3(2H)-dione (1199556-86-9) → 2-[trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione (1199556-88-1) + 2-[cis-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutyl]-1H-isoindole-1,3(2H)-dione (1199556-89-2)

Guidance literature:

Multi-step reaction with 2 steps

1: toluenesulfonic acid monohydrate / acetone / 48 h / Reflux

2: tetrahydrofuran; dichloromethane / 1 h / -20 °C

With toluenesulfonic acid monohydrate; In tetrahydrofuran; dichloromethane; acetone;

upstream raw materials:

2-[1-(4-bromophenyl)-3-oxocyclobutyl]-1H-isoindole-1,3(2H)-dione

methylmagnesium bromide

tert-butyl [2-(4-bromophenyl)-5,8-dioxaspiro[3.4]oct-2-yl]carbamate

N-ethoxycarbonylphthalimide

Downstream raw materials:

2-{trans-3-hydroxy-3-methyl-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclobutyl}-1H-isoindole-1,3(2H)-dione

2-(trans-1-{4-[1-(difluoromethyl)-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl]phenyl}-3-hydroxy-3-methylcyclobutyl)-1H-isoindole-1,3(2H)-dione