6-(tert-butoxycarbonyl)-1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one

Base Information

Chemical Name:6-(tert-butoxycarbonyl)-1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one
CAS No.:108634-71-5
Molecular Formula:C₁₈H₂₁NO₃S
Molecular Weight:331.436
Hs Code.:

Synonyms:6-(tert-butoxycarbonyl)-1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one

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Chemical Property of 6-(tert-butoxycarbonyl)-1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one

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Technology Process of 6-(tert-butoxycarbonyl)-1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one

There total 7 articles about 6-(tert-butoxycarbonyl)-1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-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: 82.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 105897-68-5
1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one

: 108634-71-5
6-(tert-butoxycarbonyl)-1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one

Guidance literature:: With dmap; In triethylamine;
DOI:10.1016/S0040-4039(00)84272-0

Reference yield:

: 105897-65-2
1-(phenylthio)-4-vinylidene-6-azabicyclo<3.2.1>octan-7-one

: 108634-71-5
6-(tert-butoxycarbonyl)-1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / ozone / CH₂Cl₂ / -78 °C

2: 83 percent / ethanol / 0.5 h / Ambient temperature

3: 78 percent / TMEDA, n-butyllithium / tetrahydrofuran; hexane / from -78 to room temperature, 17 h

4: 82 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.5 h / Ambient temperature

With dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; ozone; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane;

Reference yield:

: 105897-62-9
1-(tert-butyldimethylsilyl)-5-ethoxy-3-(phenylthio)-2-pyrrolidone

: 108634-71-5
6-(tert-butoxycarbonyl)-1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA / 1.) hexane, THF, -78 deg C, 30 min; 2.) THF, -20 deg C, 5 h

2: 87 percent / formic acid / 18 h / Ambient temperature

3: 86 percent / ozone / CH₂Cl₂ / -78 °C

4: 83 percent / ethanol / 0.5 h / Ambient temperature

5: 78 percent / TMEDA, n-butyllithium / tetrahydrofuran; hexane / from -78 to room temperature, 17 h

6: 82 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.5 h / Ambient temperature

With dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; ozone; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; formic acid; ethanol; hexane; dichloromethane;