3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one

Base Information

• Chemical Name: 3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one
• CAS No.: 122080-99-3
• Molecular Formula: C13H15NO3S
• Molecular Weight: 265.333
• Hs Code.: 2933990090
• Mol file: 122080-99-3.mol

Synonyms:3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one;3-Tosyl-3-azabicyclo[3.2.0]heptan-6-one;3-(Toluene-4-sulfonyl)-3-aza-bicyclo[3.2.0]heptan-6-one;Cis-3-Tosyl-3-Azabicyclo[3.2.0]Heptan-6-One

Chemical Property of 3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one

Chemical Property:

• Boiling Point: 437.5±55.0 °C(Predicted)
• PKA: -5.91±0.20(Predicted)
• PSA: 62.83000
• Density: 1.351±0.06 g/cm3(Predicted)
• LogP: 2.22320
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

3-Tosyl-3-aza-bicyclo[3.2.0]heptan-6-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one

There total 8 articles about 3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one 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: 54.0%

3-{[(4-methylphenyl)sulfonyl]-N-(prop-2-en-1-yl)amino}-1-pyrrolidinylpropan-1-one (122080-91-5) → 3-[(4-methylphenyl)sulfonyl]-3-azabicyclo[3.2.0]heptan-6-one (122080-99-3)

Guidance literature:

With trifluoromethylsulfonic anhydride; In 1,2-dichloro-ethane; at 90 ℃; for 2h;

Reference yield:

3-{[(4-methylphenyl)sulfonyl]amino}propanoic acid (42908-33-8) → (cis)-3-[(4-methylphenyl)sulfonyl]-3-azabicyclo[3.2.0]heptan-6-one (122080-99-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) thionyl chloride / 1.) methanol, 2.) reflux

2: NaH / dimethylformamide / 90 - 100 °C

3: 1.) triflic anhydride, collidine, 2.) H₂O / Multistep reaction. Intramolecular <2+2> cycloaddition of keteniminium salt.

With 2,3,5-trimethyl-pyridine; thionyl chloride; trifluoromethylsulfonic anhydride; water; sodium hydride; In N,N-dimethyl-formamide;

Reference yield:

3-{[(4-methylphenyl)sulfonyl]amino}-1-pyrrolidinylpropan-1-one (122081-15-6) → (cis)-3-[(4-methylphenyl)sulfonyl]-3-azabicyclo[3.2.0]heptan-6-one (122080-99-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 90 - 100 °C

2: 1.) triflic anhydride, collidine, 2.) H₂O / Multistep reaction. Intramolecular <2+2> cycloaddition of keteniminium salt.

With 2,3,5-trimethyl-pyridine; trifluoromethylsulfonic anhydride; water; sodium hydride; In N,N-dimethyl-formamide;

upstream raw materials:

3-{[(4-methylphenyl)sulfonyl]-N-(prop-2-en-1-yl)amino}-1-pyrrolidinylpropan-1-one

3-{[(4-methylphenyl)sulfonyl]amino}propanoic acid

3-{[(4-methylphenyl)sulfonyl]amino}-1-pyrrolidinylpropan-1-one

p-toluenesulfonyl chloride

Downstream raw materials:

tert-butyl 6-hydroxy-3-azabicyclo[3.2.0]heptane-3-carboxylate

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