3-(phenylsulfonyl)-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]-2-octene

Base Information

• Chemical Name: 3-(phenylsulfonyl)-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]-2-octene
• CAS No.: 177980-54-0
• Molecular Formula: C₂₀H₂₁NO₄S₂
• Molecular Weight: 403.523
• Mol file: 177980-54-0.mol

Synonyms:3-(phenylsulfonyl)-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]-2-octene

Chemical Property of 3-(phenylsulfonyl)-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]-2-octene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(phenylsulfonyl)-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]-2-octene

There total 9 articles about 3-(phenylsulfonyl)-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]-2-octene 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: 76.0%

t-3,4-N-tosylaziridino-t-1,2-methylene-r-(2-phenylsulfonyl)cyclohexane → 3-(phenylsulfonyl)-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]-2-octene (177980-54-0)

Guidance literature:

With boron trifluoride diethyl etherate; In nitromethane; dichloromethane; at -78 - 20 ℃; for 45h;

DOI:10.1021/jo001147b

Reference yield:

c-3,4-Epoxy-t-1,2-methylene-r-2-(phenylsulfonyl)cyclohexane → 3-(phenylsulfonyl)-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]-2-octene (177980-54-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaN₃; NH₄Cl / H₂O; 2-methoxy-ethanol / 3 h / Heating

1.2: PPH₃ / benzene / 4 h / Heating

2.1: 1.29 g / Et₃N; PPh₃ / CH₂Cl₂ / 18 h / 20 °C

3.1: 76 percent / BF₃*Et₂O / CH₂Cl₂; nitromethane / 45 h / -78 - 20 °C

With sodium azide; boron trifluoride diethyl etherate; ammonium chloride; triethylamine; triphenylphosphine; In nitromethane; dichloromethane; 2-methoxy-ethanol; water;

DOI:10.1021/jo001147b

Reference yield:

t-3,4-NH-aziridino-t-1,2-methylene-r-(2-phenylsulfonyl)cyclohexane → 3-(phenylsulfonyl)-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]-2-octene (177980-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.29 g / Et₃N; PPh₃ / CH₂Cl₂ / 18 h / 20 °C

2: 76 percent / BF₃*Et₂O / CH₂Cl₂; nitromethane / 45 h / -78 - 20 °C

With boron trifluoride diethyl etherate; triethylamine; triphenylphosphine; In nitromethane; dichloromethane;

DOI:10.1021/jo001147b

upstream raw materials:

sodium benzenesulfonate

2-phenylsulfonyl-1,3-cyclohexadiene

1-(phenylsulfonyl)bicyclo<4.1.0>hept-2-ene

p-toluenesulfonyl chloride

Downstream raw materials:

8-Methyl-2-(methylcarbonyl)-8-azabicyclo<3.2.1>oct-2-ene

2-acetyl-8-[(4-methylphenyl)sulfonyl]-3-(phenylsulfonyl)-8-azabicyclo[3.2.1]octane

2-(2-methyl-1,3-dioxolan-2-yl)-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]oct-2-ene

1-acetyl-8-[(4-methylphenyl)sulfonyl]-8-azabicyclo[3.2.1]oct-2-ene