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

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Products Intro: Product Name:3-Tosyl-3-azabicyclo[3.2.0]heptan-6-one
CAS:122080-99-3
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Products Intro: Product Name:3-(4-methylphenyl)sulfonyl-3-azabicyclo[3.2.0]heptan-6-one
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Products Intro: Product Name:3-(4-methylphenyl)sulfonyl-3-azabicyclo[3.2.0]heptan-6-one
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Products Intro: Product Name:3-(Toluene-4-sulfonyl)-3-aza-bicyclo[3.2.0]heptan-6-one
CAS:122080-99-3
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3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one Basic information
Product Name:3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one
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;3-(4-methylphenyl)sulfonyl-3-azabicyclo[3.2.0]heptan-6-one;3-Azabicyclo[3.2.0]heptan-6-one, 3-[(4-methylphenyl)sulfonyl]-
CAS:122080-99-3
MF:C13H15NO3S
MW:265.33
EINECS:
Product Categories:
Mol File:122080-99-3.mol
3-(4-Methylbenzenesulfonyl)-3-
azabicyclo[3.2.0]heptan-6-one Structure
3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one Chemical Properties
Boiling point 437.5±55.0 °C(Predicted)
density 1.351±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Store in freezer, under -20°C
pka-5.91±0.20(Predicted)
Safety Information
MSDS Information
3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one Usage And Synthesis
Synthesis
Benzenesulfonamide, 4-methyl-N-[3-oxo-3-(1-pyrrolidinyl)propyl]-N-2-propen-1-yl-

122080-91-5

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

122080-99-3

A 1,2-dichloroethane (250 mL) solution of Compound 6 (35 g, 0.10 mol) was slowly added dropwise over 20 minutes to a 1,2-dichloroethane (100 mL) solution of trifluoromethanesulfonic anhydride (58 g, 0.20 mol). Subsequently, a 1,2-dichloroethane (100 mL) solution of colistin (19 g, 0.15 mol) was added slowly over 30 minutes. The reaction mixture was heated to 90 °C and stirred for 2 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was concentrated. The residue was hydrolyzed in the two-phase system H2O-CCl4. The organic layer was separated, dried with anhydrous Na2SO4, filtered and the filtrate evaporated to remove the solvent. The residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate=10/1) to afford compound 7 (15 g, 54% yield) as a white solid.1H NMR (400 MHz, CDCl3): δ 2.45 (s, 3H), 2.67-2.72 (m, 1H), 2.85-2.92 (m, 1H), 2.94-3.00 (m, 2H), 3.27-3.35 (m, 1H), 3.59-3.66 (m, 2H), 3.17-3.12 (m, 2H), 3.83-3.86 (d, J=10Hz, 1H), 7.34-7.36 (d, J=8Hz, 2H), 7.69-7.71 (d, J=8.4Hz, 2H); MS calculated values: 265; MS measured value: 266 ([M+H]+).

References[1] Patent: WO2015/38661, 2015, A1. Location in patent: Paragraph 0139
3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one Preparation Products And Raw materials
Raw materialsBenzenesulfonamide, 4-methyl-N-[3-oxo-3-(1-pyrrolidinyl)propyl]-N-2-propen-1-yl--->1,2-Dichloroethane-->Trifluoromethanesulfonic anhydride
Tag:3-(4-Methylbenzenesulfonyl)-3- azabicyclo[3.2.0]heptan-6-one(122080-99-3) Related Product Information

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