tert-butyl 2-(4-broMophenyl)-5,8-dioxaspiro[3.4]octan-2-ylcarbaMate

Base Information

• Chemical Name: tert-butyl 2-(4-broMophenyl)-5,8-dioxaspiro[3.4]octan-2-ylcarbaMate
• CAS No.: 1199557-05-5
• Molecular Formula: C17H22BrNO4
• Molecular Weight: 384.26
• Hs Code.: 2932999099
• Mol file: 1199557-05-5.mol

Synonyms:QC-793;tert-butyl 2-(4-bromophenyl)-5,8-dioxaspiro[3.4]octan-2-ylcarbamate;

Chemical Property of tert-butyl 2-(4-broMophenyl)-5,8-dioxaspiro[3.4]octan-2-ylcarbaMate

Chemical Property:

• Boiling Point: 470.8±45.0 °C(Predicted)
• PKA: 11.68±0.20(Predicted)
• PSA: 56.79000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 4.09690
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl(2-(4-bromophenyl)-5,8-dioxaspiro[3.4]octan-2-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 2-(4-broMophenyl)-5,8-dioxaspiro[3.4]octan-2-ylcarbaMate

There total 1 articles about tert-butyl 2-(4-broMophenyl)-5,8-dioxaspiro[3.4]octan-2-ylcarbaMate 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-(4-bromophenyl)-5,8-dioxaspiro[3.4]octane-2-carboxylic acid + tert-butyl alcohol (75-65-0) → tert-butyl [2-(4-bromophenyl)-5,8-dioxaspiro[3.4]oct-2-yl]carbamate (1199557-05-5)

Guidance literature:

With diphenyl phosphoryl azide; at 100 ℃;

Reference yield:

zinc(II) cyanide (557-21-1) + tert-butyl [2-(4-bromophenyl)-5,8-dioxaspiro[3.4]oct-2-yl]carbamate (1199557-05-5) → tert-butyl [2-(4-cyanophenyl)-5,8-dioxaspiro[3.4]oct-2-yl]carbamate

Guidance literature:

bis(tri-t-butylphosphine)palladium⁽⁰⁾; In 1,4-dioxane; N,N-dimethyl-formamide; at 120 ℃; for 1h; Inert atmosphere;

Reference yield:

tert-butyl [2-(4-bromophenyl)-5,8-dioxaspiro[3.4]oct-2-yl]carbamate (1199557-05-5) → trans-3-amino-3-{4-[1-(difluoromethyl)-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl]phenyl}-1-methylcyclobutanol (1199556-40-5)

Guidance literature:

Multi-step reaction with 7 steps

1: trifluoroacetic acid / 1 h / 20 °C

2: triethylamine / chloroform / 70 °C

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

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

5: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 3 h / 80 °C

6: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 0.5 h / 140 °C / Microwave irradiation

7: hydrazine hydrate / ethanol / 0.5 h / 120 °C / Microwave irradiation

With potassium acetate; sodium carbonate; hydrazine hydrate; triethylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; acetone;

upstream raw materials:

tert-butyl alcohol

Downstream raw materials:

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

2-[2-(4-bromophenyl)-5,8-dioxaspiro[3.4]oct-2-yl]-1H-isoindole-1,3(2H)-dione

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

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

Refernces

• 1、 -. "INHIBITORS OF AKT ACTIVITY". Page/Page column 46-47. . Retrieved 2008/12/06.