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

Base Information

Chemical Name:2-acetyl-8-[(4-methylphenyl)sulfonyl]-3-(phenylsulfonyl)-8-azabicyclo[3.2.1]octane
CAS No.:316129-47-2
Molecular Formula:C₂₂H₂₅NO₅S₂
Molecular Weight:447.576
Hs Code.:

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

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

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

There total 9 articles about 2-acetyl-8-[(4-methylphenyl)sulfonyl]-3-(phenylsulfonyl)-8-azabicyclo[3.2.1]octane 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: 98.0%

: 316129-46-1
3-(phenylsulfonyl)-8-[(4-methylphenyl)sulfonyl]-2-(1-nitroethyl)-8-azabicyclo[3.2.1]octane

: 316129-47-2
2-acetyl-8-[(4-methylphenyl)sulfonyl]-3-(phenylsulfonyl)-8-azabicyclo[3.2.1]octane

Guidance literature:: With dihydrogen peroxide; potassium carbonate; In methanol; at 20 ℃; for 23h;
DOI:10.1021/jo001147b

Reference yield:

: 873-55-2
sodium benzenesulfonate

: 316129-47-2
2-acetyl-8-[(4-methylphenyl)sulfonyl]-3-(phenylsulfonyl)-8-azabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 9 steps

1.2: 83 percent / Na₂CO₃; aq. NaOH

2.1: 95 percent / NaH

3.1: 98 percent / H₂O; NBS

4.1: aq. NaOH

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

5.2: PPH₃ / benzene / 4 h / Heating

6.1: 1.29 g / Et₃N; PPh₃ / CH₂Cl₂ / 18 h / 20 °C

7.1: 76 percent / BF₃*Et₂O / CH₂Cl₂; nitromethane / 45 h / -78 - 20 °C

8.1: 91 percent / DBU / 3.5 h / 20 °C

9.1: 98 percent / aq. H₂O₂; K₂CO₃ / methanol / 23 h / 20 °C

With sodium hydroxide; N-Bromosuccinimide; sodium azide; boron trifluoride diethyl etherate; water; dihydrogen peroxide; sodium hydride; potassium carbonate; ammonium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; In methanol; nitromethane; dichloromethane; 2-methoxy-ethanol; water;
DOI:10.1021/jo001147b

Reference yield:

: 102860-22-0
2-phenylsulfonyl-1,3-cyclohexadiene

: 316129-47-2
2-acetyl-8-[(4-methylphenyl)sulfonyl]-3-(phenylsulfonyl)-8-azabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 8 steps

1.1: 95 percent / NaH

2.1: 98 percent / H₂O; NBS

3.1: aq. NaOH

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

4.2: PPH₃ / benzene / 4 h / Heating

5.1: 1.29 g / Et₃N; PPh₃ / CH₂Cl₂ / 18 h / 20 °C

6.1: 76 percent / BF₃*Et₂O / CH₂Cl₂; nitromethane / 45 h / -78 - 20 °C

7.1: 91 percent / DBU / 3.5 h / 20 °C

8.1: 98 percent / aq. H₂O₂; K₂CO₃ / methanol / 23 h / 20 °C

With sodium hydroxide; N-Bromosuccinimide; sodium azide; boron trifluoride diethyl etherate; water; dihydrogen peroxide; sodium hydride; potassium carbonate; ammonium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; In methanol; nitromethane; dichloromethane; 2-methoxy-ethanol; water;
DOI:10.1021/jo001147b