(3R,5S)-3-[3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-5-hydroxymethyl-dihydro-furan-2-one

Base Information

Chemical Name:(3R,5S)-3-[3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-5-hydroxymethyl-dihydro-furan-2-one
CAS No.:956320-67-5
Molecular Formula:C₂₅H₂₄Cl₂F₃NO₄
Molecular Weight:530.371
Hs Code.:

Synonyms:(3R,5S)-3-[3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-5-hydroxymethyl-dihydro-furan-2-one

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Chemical Property of (3R,5S)-3-[3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-5-hydroxymethyl-dihydro-furan-2-one

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Technology Process of (3R,5S)-3-[3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-5-hydroxymethyl-dihydro-furan-2-one

There total 8 articles about (3R,5S)-3-[3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-5-hydroxymethyl-dihydro-furan-2-one 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: 60.0%

: 956320-66-4
(4'-bromomethyl-3',5'-dichloro-biphenyl-4-yl)-(4-trifluoromethyl-piperidin-1-yl)-methanone

: 956320-67-5
(3R,5S)-3-[3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-5-hydroxymethyl-dihydro-furan-2-one

Guidance literature:: (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran; With chloro-trimethyl-silane; N,N-dimethyl-ethanamine; In tetrahydrofuran; at -10 ℃; for 1.5h;

(4'-bromomethyl-3',5'-dichloro-biphenyl-4-yl)-(4-trifluoromethyl-piperidin-1-yl)-methanone; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃;

Reference yield:

: 956320-62-0
(4-bromo-phenyl)-(4-trifluoromethyl-piperidin-1-yl)-methanone

: 956320-67-5
(3R,5S)-3-[3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-5-hydroxymethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / palladium diacetate; triphenylphosphine / methanol; 1,2-dimethoxyethane; water / 20 - 80 °C

2.1: methanol; water; potassium carbonate / 5 h / 20 - 33 °C

3.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0 °C

4.1: chloro-trimethyl-silane; N,N-dimethyl-ethanamine / tetrahydrofuran / 1.5 h / -10 °C

4.2: -78 - 20 °C

With methanol; chloro-trimethyl-silane; N,N-dimethyl-ethanamine; carbon tetrabromide; water; potassium carbonate; triphenylphosphine; palladium diacetate; triphenylphosphine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water;

Reference yield:

: 155849-49-3
4-(trifluoromethyl)piperidine hydrochloride

: 956320-67-5
(3R,5S)-3-[3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-5-hydroxymethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / tetrahydrofuran / 16 h

2.1: potassium carbonate / palladium diacetate; triphenylphosphine / methanol; 1,2-dimethoxyethane; water / 20 - 80 °C

3.1: methanol; water; potassium carbonate / 5 h / 20 - 33 °C

4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0 °C

5.1: chloro-trimethyl-silane; N,N-dimethyl-ethanamine / tetrahydrofuran / 1.5 h / -10 °C

5.2: -78 - 20 °C

With 4-methyl-morpholine; methanol; chloro-trimethyl-silane; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; N,N-dimethyl-ethanamine; carbon tetrabromide; water; potassium carbonate; triphenylphosphine; palladium diacetate; triphenylphosphine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water;