ethyl (E)-(S)-3-[4-(3-(biphenyl-4-yl)but-2-enyloxy)phenyl]-2-ethoxypropanoate

Base Information

Chemical Name:ethyl (E)-(S)-3-[4-(3-(biphenyl-4-yl)but-2-enyloxy)phenyl]-2-ethoxypropanoate
CAS No.:352286-20-5
Molecular Formula:C₂₉H₃₂O₄
Molecular Weight:444.571
Hs Code.:

Synonyms:ethyl (E)-(S)-3-[4-(3-(biphenyl-4-yl)but-2-enyloxy)phenyl]-2-ethoxypropanoate

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Chemical Property of ethyl (E)-(S)-3-[4-(3-(biphenyl-4-yl)but-2-enyloxy)phenyl]-2-ethoxypropanoate

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Technology Process of ethyl (E)-(S)-3-[4-(3-(biphenyl-4-yl)but-2-enyloxy)phenyl]-2-ethoxypropanoate

There total 3 articles about ethyl (E)-(S)-3-[4-(3-(biphenyl-4-yl)but-2-enyloxy)phenyl]-2-ethoxypropanoate 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: 89.0%

: 222555-06-8
ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate

: 352287-93-5
(E)-3-([1,1'-biphenyl]-4-yl)but-2-en-1-ol

: 352286-20-5
ethyl (E)-(S)-3-[4-(3-(biphenyl-4-yl)but-2-enyloxy)phenyl]-2-ethoxypropanoate

Guidance literature:: With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/jm0309046

Reference yield:

: 92-91-1
biphenyl-4-acetaldehyde

: 352286-20-5
ethyl (E)-(S)-3-[4-(3-(biphenyl-4-yl)but-2-enyloxy)phenyl]-2-ethoxypropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaOEt / ethanol / 0.08 h

1.2: 79 percent / ethanol / 24 h / 20 °C

2.1: 90 percent / DIBAL-H / toluene; tetrahydrofuran / 1.5 h / -70 °C

3.1: 89 percent / tributylphosphine; azodicarboxylic dipiperidide / tetrahydrofuran / 0 - 20 °C

With tributylphosphine; sodium ethanolate; diisobutylaluminium hydride; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; ethanol; toluene; 1.2: Horner-Emmons reaction / 3.1: Mitsunobu reaction;
DOI:10.1021/jm0309046

Reference yield:

: 352287-91-3
(E)-3-(biphenyl-4-yl)but-2-enoic acid ethyl ester

: 352286-20-5
ethyl (E)-(S)-3-[4-(3-(biphenyl-4-yl)but-2-enyloxy)phenyl]-2-ethoxypropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / DIBAL-H / toluene; tetrahydrofuran / 1.5 h / -70 °C

2: 89 percent / tributylphosphine; azodicarboxylic dipiperidide / tetrahydrofuran / 0 - 20 °C

With tributylphosphine; diisobutylaluminium hydride; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; toluene; 2: Mitsunobu reaction;
DOI:10.1021/jm0309046