1,5-dimethyl-8-(tert-butyldimethylsiloxy)-8-azabicyclo<3.2.1>octan-3-one O-(tolylsulfonyl)oxime

Base Information

Chemical Name:1,5-dimethyl-8-(tert-butyldimethylsiloxy)-8-azabicyclo<3.2.1>octan-3-one O-(tolylsulfonyl)oxime
CAS No.:96453-85-9
Molecular Formula:C₂₂H₃₆N₂O₄SSi
Molecular Weight:452.69
Hs Code.:

Synonyms:1,5-dimethyl-8-(tert-butyldimethylsiloxy)-8-azabicyclo<3.2.1>octan-3-one O-(tolylsulfonyl)oxime

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Chemical Property of 1,5-dimethyl-8-(tert-butyldimethylsiloxy)-8-azabicyclo<3.2.1>octan-3-one O-(tolylsulfonyl)oxime

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Technology Process of 1,5-dimethyl-8-(tert-butyldimethylsiloxy)-8-azabicyclo<3.2.1>octan-3-one O-(tolylsulfonyl)oxime

There total 8 articles about 1,5-dimethyl-8-(tert-butyldimethylsiloxy)-8-azabicyclo<3.2.1>octan-3-one O-(tolylsulfonyl)oxime 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%

: 96453-84-8
1,5-dimethyl-8-(tert-butyldimethylsiloxy)-8-azabicyclo<3.2.1>octan-3-one oxime

: 98-59-9
p-toluenesulfonyl chloride

: 96453-85-9
1,5-dimethyl-8-(tert-butyldimethylsiloxy)-8-azabicyclo<3.2.1>octan-3-one O-(tolylsulfonyl)oxime

Guidance literature:: With pyridine; at 0 - 15 ℃; for 2h;
DOI:10.1021/jo00213a028

Reference yield:

: 34061-60-4
1,5-Dimethyl-8-azabicyclo<3.2.1>octan-3-on-8-oxyl

: 96453-85-9
1,5-dimethyl-8-(tert-butyldimethylsiloxy)-8-azabicyclo<3.2.1>octan-3-one O-(tolylsulfonyl)oxime

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / 30percent Pd/C / diethyl ether / 0.5 h / 23 °C / 760 Torr

2: 87 percent / imidazole / dimethylformamide / 38 h / 23 °C

3: 100 percent / NH₂OH*HCl, NaOAc / ethanol / 12 h / 23 °C

4: 98 percent / pyridine / 2 h / 0 - 15 °C

With pyridine; 1H-imidazole; hydroxylamine hydrochloride; hydrogen; sodium acetate; palladium on activated charcoal; In diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00213a028

Reference yield:

: 1,5-Dimethyl-8-aza-bicyclo[3.2.1]octan-3-one; compound with oxalic acid

: 96453-85-9
1,5-dimethyl-8-(tert-butyldimethylsiloxy)-8-azabicyclo<3.2.1>octan-3-one O-(tolylsulfonyl)oxime

Guidance literature:: Multi-step reaction with 5 steps

1: aq. K₂CO₃, Na₂WO₄*2H₂O, 30percent H₂O₂ / 4.5 h / 25 °C

2: H₂ / 30percent Pd/C / diethyl ether / 0.5 h / 23 °C / 760 Torr

3: 87 percent / imidazole / dimethylformamide / 38 h / 23 °C

4: 100 percent / NH₂OH*HCl, NaOAc / ethanol / 12 h / 23 °C

5: 98 percent / pyridine / 2 h / 0 - 15 °C

With pyridine; 1H-imidazole; sodium tungstate; hydroxylamine hydrochloride; hydrogen; dihydrogen peroxide; sodium acetate; potassium carbonate; palladium on activated charcoal; In diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00213a028