4-[(4-bromo-phenyl)-isopropoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-[(4-bromo-phenyl)-isopropoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester
CAS No.:1028316-68-8
Molecular Formula:C₂₆H₄₀BrN₃O₃
Molecular Weight:522.526
Hs Code.:

4-[(4-bromo-phenyl)-isopropoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid <i>tert</i>-butyl ester

Synonyms:4-[(4-bromo-phenyl)-isopropoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

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Chemical Property of 4-[(4-bromo-phenyl)-isopropoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

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Technology Process of 4-[(4-bromo-phenyl)-isopropoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

There total 3 articles about 4-[(4-bromo-phenyl)-isopropoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester 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:

: 75-30-9
2-iodo-propane

: 438207-94-4
4-[(4-bromo-phenyl)-hydroxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

: 1028316-68-8
4-[(4-bromo-phenyl)-isopropoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

Guidance literature:: 4-[(4-bromo-phenyl)-hydroxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 0 ℃; for 1h;

2-iodo-propane; In tetrahydrofuran; toluene; at 20 ℃; for 6h; Further stages.;
DOI:10.1021/jm0200815

Reference yield:

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

: 1028316-68-8
4-[(4-bromo-phenyl)-isopropoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

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

2.1: 7.3 g / 3 h / 20 °C

3.1: 98 percent / MeMgBr / tetrahydrofuran; diethyl ether / 2 h / 20 °C

4.1: 6 N HCl / ethyl acetate / 24 h / 20 °C

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

6.1: NH₂OH*HCl; NaOAc / methanol / 24 h / 20 °C

7.1: KHMDS / tetrahydrofuran; toluene / 1 h / 0 °C

7.2: tetrahydrofuran; toluene / 6 h / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; methylmagnesium bromide; hydroxylamine hydrochloride; sodium acetate; potassium hexamethylsilazane; In tetrahydrofuran; methanol; diethyl ether; ethyl acetate; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jm0200815

Reference yield:

: 203186-01-0
1-[4-(4-bromobenzoyl)piperidin-1-yl]-2,2,2-trifluoroethanone

: 1028316-68-8
4-[(4-bromo-phenyl)-isopropoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: p-TsOH / Heating

2.1: 95 percent / aq. K₂CO₃ / methanol / 20 °C

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

4.1: 7.3 g / 3 h / 20 °C

5.1: 98 percent / MeMgBr / tetrahydrofuran; diethyl ether / 2 h / 20 °C

6.1: 6 N HCl / ethyl acetate / 24 h / 20 °C

7.1: 5.1 g / 10percent aq. NaOH / 20 °C

8.1: NH₂OH*HCl; NaOAc / methanol / 24 h / 20 °C

9.1: KHMDS / tetrahydrofuran; toluene / 1 h / 0 °C

9.2: tetrahydrofuran; toluene / 6 h / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; methylmagnesium bromide; hydroxylamine hydrochloride; sodium acetate; potassium hexamethylsilazane; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; ethyl acetate; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jm0200815