(R)-N-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)-2,2,2-trifluoroacetamide

Base Information

Chemical Name:(R)-N-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)-2,2,2-trifluoroacetamide
CAS No.:1313435-76-5
Molecular Formula:C₁₄H₁₅F₃N₂O
Molecular Weight:284.281
Hs Code.:

Synonyms:(R)-N-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)-2,2,2-trifluoroacetamide

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Chemical Property of (R)-N-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)-2,2,2-trifluoroacetamide

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Technology Process of (R)-N-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)-2,2,2-trifluoroacetamide

There total 6 articles about (R)-N-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)-2,2,2-trifluoroacetamide 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: 69.0%

: 354-38-1
2,2,2-trifluoroacetamide

: 1313436-04-2
(S)-(1-benzyl-2,5-dihydro-1H-pyrrol-2-yl)methanol

: 1313435-76-5
(R)-N-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)-2,2,2-trifluoroacetamide

Guidance literature:: (S)-(1-benzyl-2,5-dihydro-1H-pyrrol-2-yl)methanol; With trifluoromethylsulfonic anhydride; sodium hydride; In tetrahydrofuran; dichloromethane; at -15 ℃; Inert atmosphere;

2,2,2-trifluoroacetamide; With 15-crown-5; In dichloromethane; at -15 - 20 ℃; optical yield given as %ee; regioselective reaction; Inert atmosphere;
DOI:10.1021/ol201349k

Reference yield:

: 1313436-13-3
ethyl (S)-1-benzoyl-2,5-dihydro-1H-pyrrole-2-carboxylate

: 1313435-76-5
(R)-N-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)-2,2,2-trifluoroacetamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

2.1: trifluoromethylsulfonic anhydride; sodium hydride / tetrahydrofuran; dichloromethane / -15 °C / Inert atmosphere

2.2: -15 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; trifluoromethylsulfonic anhydride; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol201349k

Reference yield:

: 1313436-10-0
ethyl (2S)-1-benzoyl-4-iodopyrrolidine-2-carboxylate

: 1313435-76-5
(R)-N-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)-2,2,2-trifluoroacetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate; diphenyl diselenide / methanol / 16 h / Inert atmosphere; Reflux

1.2: 20 - 40 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

3.1: trifluoromethylsulfonic anhydride; sodium hydride / tetrahydrofuran; dichloromethane / -15 °C / Inert atmosphere

3.2: -15 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; lithium aluminium tetrahydride; trifluoromethylsulfonic anhydride; diphenyl diselenide; sodium hydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol201349k