(4'-methyl-[1,4']bipiperidinyl-4-yl)-(4-trifluoromethoxy-phenyl)-methanone O-methyl-oxime

Base Information

Chemical Name:(4'-methyl-[1,4']bipiperidinyl-4-yl)-(4-trifluoromethoxy-phenyl)-methanone O-methyl-oxime
CAS No.:305794-57-4
Molecular Formula:C₂₀H₂₈F₃N₃O₂
Molecular Weight:399.456
Hs Code.:

(4'-methyl-[1,4']bipiperidinyl-4-yl)-(4-trifluoromethoxy-phenyl)-methanone <i>O</i>-methyl-oxime

Synonyms:(4'-methyl-[1,4']bipiperidinyl-4-yl)-(4-trifluoromethoxy-phenyl)-methanone O-methyl-oxime

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Chemical Property of (4'-methyl-[1,4']bipiperidinyl-4-yl)-(4-trifluoromethoxy-phenyl)-methanone O-methyl-oxime

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Technology Process of (4'-methyl-[1,4']bipiperidinyl-4-yl)-(4-trifluoromethoxy-phenyl)-methanone O-methyl-oxime

There total 5 articles about (4'-methyl-[1,4']bipiperidinyl-4-yl)-(4-trifluoromethoxy-phenyl)-methanone O-methyl-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: 100.0%

: 305794-56-3
4-[methoxyimino-(4-trifluoromethoxy-phenyl)-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

: 305794-57-4
(4'-methyl-[1,4']bipiperidinyl-4-yl)-(4-trifluoromethoxy-phenyl)-methanone O-methyl-oxime

Guidance literature:: 4-[methoxyimino-(4-trifluoromethoxy-phenyl)-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

With sodium hydroxide; In water;

Reference yield:

: 159635-49-1
tert-butyl 4-methylidenepiperidine-1-carboxylate

: 305794-57-4
(4'-methyl-[1,4']bipiperidinyl-4-yl)-(4-trifluoromethoxy-phenyl)-methanone O-methyl-oxime

Guidance literature:: Multi-step reaction with 10 steps

1.1: aq. conc. HCl / ethyl acetate / 1.5 h / 20 °C

2.1: DBU; Ti(OiPr)4 / 1,2-dichloro-ethane / 18 h / 20 °C

3.1: 20.0 g / 3 h / 20 °C

4.1: 90 percent / MeMgBr / tetrahydrofuran; diethyl ether / 2 h / 20 °C

5.1: BH₃*THF / tetrahydrofuran / 18 h / 0 - 20 °C

5.2: 41 percent / 30percent aq. H₂O₂ / tetrahydrofuran; ethanol / 24 h / 20 °C / pH 7

6.1: NMO; tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

7.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

7.2: 78 percent / tetrahydrofuran / 2 h / -78 - 20 °C

8.1: NMO; tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

9.1: NaOAc / methanol / 24 h / 20 °C

10.1: TFA / CH₂Cl₂ / 2 h / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; borane-THF; methylmagnesium bromide; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1021/jm0200815

Reference yield:

: 305794-51-8
4-formyl-1'-(tert-butoxycarbonyl)-4'-methyl-1,4'-bipiperidine

: 305794-57-4
(4'-methyl-[1,4']bipiperidinyl-4-yl)-(4-trifluoromethoxy-phenyl)-methanone O-methyl-oxime

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

1.2: 78 percent / tetrahydrofuran / 2 h / -78 - 20 °C

2.1: NMO; tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

3.1: NaOAc / methanol / 24 h / 20 °C

4.1: TFA / CH₂Cl₂ / 2 h / 20 °C

With n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; sodium acetate; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm0200815