4-(4-bromobenzoyl)-1'-(tert-butoxycarbonyl)-4'-methyl-1,4'-bipiperidine

Base Information

Chemical Name:4-(4-bromobenzoyl)-1'-(tert-butoxycarbonyl)-4'-methyl-1,4'-bipiperidine
CAS No.:305794-45-0
Molecular Formula:C₂₃H₃₃BrN₂O₃
Molecular Weight:465.431
Hs Code.:

Synonyms:4-(4-bromobenzoyl)-1'-(tert-butoxycarbonyl)-4'-methyl-1,4'-bipiperidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-(4-bromobenzoyl)-1'-(tert-butoxycarbonyl)-4'-methyl-1,4'-bipiperidine

Chemical Property:

Purity/Quality:

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Technology Process of 4-(4-bromobenzoyl)-1'-(tert-butoxycarbonyl)-4'-methyl-1,4'-bipiperidine

There total 9 articles about 4-(4-bromobenzoyl)-1'-(tert-butoxycarbonyl)-4'-methyl-1,4'-bipiperidine 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: 79.0%

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

: 305794-44-9
(4-bromo-phenyl)-(4'-methyl-[1,4']bipiperidinyl-4-yl)-methanone

: 305794-45-0
4-(4-bromobenzoyl)-1'-(tert-butoxycarbonyl)-4'-methyl-1,4'-bipiperidine

Guidance literature:: With sodium hydroxide; In diethyl ether; water; at 20 ℃;

Reference yield:

: 126501-71-1
1-(2,2,2-trifluoroacetyl)piperidine-4-carbonyl chloride

: 305794-45-0
4-(4-bromobenzoyl)-1'-(tert-butoxycarbonyl)-4'-methyl-1,4'-bipiperidine

Guidance literature:: Multi-step reaction with 8 steps

1: AlCl₃ / 4 h / Heating

2: p-TsOH / Heating

3: 95 percent / aq. K₂CO₃ / methanol / 20 °C

4: Ti(OiPr)4 / 1,2-dichloro-ethane / 12 h / 20 °C

5: 7.3 g / 3 h / 20 °C

6: 98 percent / MeMgBr / tetrahydrofuran; diethyl ether / 2 h / 20 °C

7: 6 N HCl / ethyl acetate / 24 h / 20 °C

8: 5.1 g / 10percent aq. NaOH / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; aluminium trichloride; methylmagnesium bromide; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; ethyl acetate; 1,2-dichloro-ethane; 1: Friedel-Crafts acylation;
DOI:10.1021/jm0200815

Reference yield:

: 498-94-2
isonipecotic acid

: 305794-45-0
4-(4-bromobenzoyl)-1'-(tert-butoxycarbonyl)-4'-methyl-1,4'-bipiperidine

Guidance literature:: Multi-step reaction with 10 steps

1: 4 h / Heating

2: SOCl₂ / Heating

3: AlCl₃ / 4 h / Heating

4: p-TsOH / Heating

5: 95 percent / aq. K₂CO₃ / methanol / 20 °C

6: Ti(OiPr)4 / 1,2-dichloro-ethane / 12 h / 20 °C

7: 7.3 g / 3 h / 20 °C

8: 98 percent / MeMgBr / tetrahydrofuran; diethyl ether / 2 h / 20 °C

9: 6 N HCl / ethyl acetate / 24 h / 20 °C

10: 5.1 g / 10percent aq. NaOH / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; aluminium trichloride; thionyl chloride; methylmagnesium bromide; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; ethyl acetate; 1,2-dichloro-ethane; 3: Friedel-Crafts acylation;
DOI:10.1021/jm0200815