N,N-diallyl-3-((2R,4S,5R,6S)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-yl)-5-fluoroaniline

Base Information

Chemical Name:N,N-diallyl-3-((2R,4S,5R,6S)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-yl)-5-fluoroaniline
CAS No.:1332626-58-0
Molecular Formula:C₂₅H₃₆FNO₂
Molecular Weight:401.565
Hs Code.:

Synonyms:N,N-diallyl-3-((2R,4S,5R,6S)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-yl)-5-fluoroaniline

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Chemical Property of N,N-diallyl-3-((2R,4S,5R,6S)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-yl)-5-fluoroaniline

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Technology Process of N,N-diallyl-3-((2R,4S,5R,6S)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-yl)-5-fluoroaniline

There total 4 articles about N,N-diallyl-3-((2R,4S,5R,6S)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-yl)-5-fluoroaniline 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%

: 1332626-57-9
O-((2S,4S,5R,6S)-1-(3-(diallylamino)-5-fluorophenyl)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-yl) S-methyl carbonodithioate

: 1332626-58-0
N,N-diallyl-3-((2R,4S,5R,6S)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-yl)-5-fluoroaniline

Guidance literature:: With triethyl borane; tri-n-butyl-tin hydride; In tetrahydrofuran; toluene; at 20 ℃; for 1h;
DOI:10.1021/ol2019828

Reference yield:

: 1332626-18-2
N,N-diallyl-3-bromo-5-fluoroaniline

: 1332626-58-0
N,N-diallyl-3-((2R,4S,5R,6S)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-yl)-5-fluoroaniline

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / diethyl ether; hexane / 2 h / -78 - 20 °C / Inert atmosphere

1.2: 1 h / -78 - -20 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

2.2: 0.25 h / 20 °C / Inert atmosphere

2.3: 0.25 h / 20 °C / Inert atmosphere

3.1: triethyl borane; tri-n-butyl-tin hydride / tetrahydrofuran; toluene / 1 h / 20 °C

With n-butyllithium; triethyl borane; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; hexane; toluene; 3.1: Barton deoxygenation;
DOI:10.1021/ol2019828

Reference yield:

: 1332626-55-7
(2S,4S,5R,6S)-1-(3-(diallylamino)-5-fluorophenyl)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-ol

: 1332626-58-0
N,N-diallyl-3-((2R,4S,5R,6S)-4,5-dimethoxy-2,6-dimethylnon-7-yn-1-yl)-5-fluoroaniline

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

1.2: 0.25 h / 20 °C / Inert atmosphere

1.3: 0.25 h / 20 °C / Inert atmosphere

2.1: triethyl borane; tri-n-butyl-tin hydride / tetrahydrofuran; toluene / 1 h / 20 °C

With triethyl borane; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; In tetrahydrofuran; toluene; 2.1: Barton deoxygenation;
DOI:10.1021/ol2019828