4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-1'-(tert-butoxycarbonyl)-4'-cyano-1,4'-bipiperidine

Base Information

Chemical Name:4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-1'-(tert-butoxycarbonyl)-4'-cyano-1,4'-bipiperidine
CAS No.:305794-42-7
Molecular Formula:C₂₅H₃₄BrN₃O₄
Molecular Weight:520.467
Hs Code.:

Synonyms:4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-1'-(tert-butoxycarbonyl)-4'-cyano-1,4'-bipiperidine

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Chemical Property of 4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-1'-(tert-butoxycarbonyl)-4'-cyano-1,4'-bipiperidine

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Technology Process of 4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-1'-(tert-butoxycarbonyl)-4'-cyano-1,4'-bipiperidine

There total 7 articles about 4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-1'-(tert-butoxycarbonyl)-4'-cyano-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: 63.0%

: 5804-85-3
diethylaluminium cyanide

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 203186-02-1
4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-piperidine

: 305794-42-7
4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-1'-(tert-butoxycarbonyl)-4'-cyano-1,4'-bipiperidine

Guidance literature:: N-tert-butyloxycarbonylpiperidin-4-one; 4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-piperidine; titanium(IV) isopropylate; In 1,2-dichloro-ethane; at 20 ℃; for 12h;

diethylaluminium cyanide; at 20 ℃; for 3h;

Reference yield: 63.0%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 203186-02-1
4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-piperidine

: 305794-42-7
4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-1'-(tert-butoxycarbonyl)-4'-cyano-1,4'-bipiperidine

Guidance literature:: N-tert-butyloxycarbonylpiperidin-4-one; 4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-piperidine; With titanium(IV) isopropylate; In 1,2-dichloro-ethane; at 20 ℃; for 12h;

diethylaluminum cyanide; In water; ethyl acetate; at 20 ℃; for 5h; Further stages.;
DOI:10.1021/jm015526o

Reference yield:

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

: 305794-42-7
4-[2-(4-bromophenyl)-1,3-dioxolan-2-yl]-1'-(tert-butoxycarbonyl)-4'-cyano-1,4'-bipiperidine

Guidance literature:: Multi-step reaction with 5 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

With titanium(IV) isopropylate; aluminium trichloride; potassium carbonate; toluene-4-sulfonic acid; In methanol; 1,2-dichloro-ethane; 1: Friedel-Crafts acylation;
DOI:10.1021/jm0200815