3-Pyridinecarboxylic acid, 4-[4-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]phenyl]-5,5-difluoro-1 ,2,5,6-tetrahydro-1-(phenylmethyl)-, ethyl ester

Base Information

Chemical Name:3-Pyridinecarboxylic acid, 4-[4-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]phenyl]-5,5-difluoro-1 ,2,5,6-tetrahydro-1-(phenylmethyl)-, ethyl ester
CAS No.:851314-44-8
Molecular Formula:C30H41F2NO3Si
Molecular Weight:529.743
Hs Code.:

3-Pyridinecarboxylic acid,
4-[4-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]phenyl]-5,5-difluoro-1
,2,5,6-tetrahydro-1-(phenylmethyl)-, ethyl ester

Synonyms:

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Chemical Property of 3-Pyridinecarboxylic acid, 4-[4-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]phenyl]-5,5-difluoro-1 ,2,5,6-tetrahydro-1-(phenylmethyl)-, ethyl ester

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Technology Process of 3-Pyridinecarboxylic acid, 4-[4-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]phenyl]-5,5-difluoro-1 ,2,5,6-tetrahydro-1-(phenylmethyl)-, ethyl ester

There total 7 articles about 3-Pyridinecarboxylic acid, 4-[4-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]phenyl]-5,5-difluoro-1 ,2,5,6-tetrahydro-1-(phenylmethyl)-, ethyl 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: 69.0%

: 851314-41-5
1-benzyl-5,5-difluoro-4-trifluoromethanesulfonyloxy-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester

: 153993-80-7
[3-(4-bromophenyl)propoxy](tert-butyl)dimethylsilane

: 851314-44-8
1-benzyl-4-{4-[3-(tert-butyldimethylsilanyloxy)propyl]phenyl}-5,5-difluoro-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester

Guidance literature:: [3-(4-bromophenyl)propoxy](tert-butyl)dimethylsilane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

1-benzyl-5,5-difluoro-4-trifluoromethanesulfonyloxy-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester; With zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; at 45 ℃; for 18h;

Reference yield:

: 851314-54-0
ethyl N-(1H-1,2,3-benzotriazol-1-ylmethyl)-N-(phenylmethyl)-beta-alaninate

: 851314-44-8
1-benzyl-4-{4-[3-(tert-butyldimethylsilanyloxy)propyl]phenyl}-5,5-difluoro-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: chloro-trimethyl-silane; zinc / tetrahydrofuran

2.1: lithium diisopropyl amide / tetrahydrofuran / 18 h / -78 °C

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

3.2: 72 h / 55 °C

4.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

4.2: 0.5 h / -78 - 0 °C

4.3: 18 h / 0 - 45 °C

With n-butyllithium; chloro-trimethyl-silane; sodium hydride; zinc; lithium diisopropyl amide; In tetrahydrofuran; 1.1: Reformatsky reaction / 2.1: Dieckmann reaction / 4.2: Negishi coupling reaction / 4.3: Negishi coupling reaction;
DOI:10.1016/j.bmcl.2009.09.104

Reference yield:

: 23583-21-3
ethyl-3-benzylamino propionate

: 851314-44-8
1-benzyl-4-{4-[3-(tert-butyldimethylsilanyloxy)propyl]phenyl}-5,5-difluoro-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol / 20 °C

2.1: chloro-trimethyl-silane; zinc / tetrahydrofuran

3.1: lithium diisopropyl amide / tetrahydrofuran / 18 h / -78 °C

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

4.2: 72 h / 55 °C

5.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

5.2: 0.5 h / -78 - 0 °C

5.3: 18 h / 0 - 45 °C

With n-butyllithium; chloro-trimethyl-silane; sodium hydride; zinc; lithium diisopropyl amide; In tetrahydrofuran; methanol; 2.1: Reformatsky reaction / 3.1: Dieckmann reaction / 5.2: Negishi coupling reaction / 5.3: Negishi coupling reaction;
DOI:10.1016/j.bmcl.2009.09.104