4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-difluoro-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

Base Information

Chemical Name:4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-difluoro-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester
CAS No.:851314-50-6
Molecular Formula:C₂₈H₃₀ClF₄NO₅
Molecular Weight:571.997
Hs Code.:

Synonyms:4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-difluoro-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

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Chemical Property of 4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-difluoro-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

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Technology Process of 4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-difluoro-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

There total 10 articles about 4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-difluoro-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-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: 100.0%

: 261762-50-9
2-chloro-3,6-difluorophenol

: 851314-47-1
5,5-difluoro-4-[4-(3-hydroxypropyl)phenyl]-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

: 851314-50-6
4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-difluoro-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

Guidance literature:: With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In toluene; at 20 - 65 ℃; for 1.5h;

Reference yield:

: 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

: 851314-50-6
4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-difluoro-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: palladium on activated charcoal; hydrogen; acetic acid / ethanol / 4 h / 20 °C

2: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 2 h / Reflux

With tributylphosphine; palladium on activated charcoal; hydrogen; acetic acid; 1,1'-azodicarbonyl-dipiperidine; In ethanol; toluene; 2: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2009.09.104

Reference yield:

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

: 851314-50-6
4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-difluoro-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

Guidance literature:: Multi-step reaction with 6 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

5.1: palladium on activated charcoal; hydrogen; acetic acid / ethanol / 4 h / 20 °C

6.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 2 h / Reflux

With n-butyllithium; chloro-trimethyl-silane; tributylphosphine; palladium on activated charcoal; hydrogen; sodium hydride; acetic acid; zinc; 1,1'-azodicarbonyl-dipiperidine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; toluene; 1.1: Reformatsky reaction / 2.1: Dieckmann reaction / 4.2: Negishi coupling reaction / 4.3: Negishi coupling reaction / 6.1: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2009.09.104