(E)-(S)-2-ethoxy-3-[4-(5-phenyl-pent-2-en-4-ynyloxy)-phenyl]-propionic acid ethyl ester

Base Information

• Chemical Name: (E)-(S)-2-ethoxy-3-[4-(5-phenyl-pent-2-en-4-ynyloxy)-phenyl]-propionic acid ethyl ester
• CAS No.: 351863-99-5
• Molecular Formula: C₂₄H₂₆O₄
• Molecular Weight: 378.468
• Mol file: 351863-99-5.mol

Synonyms:(E)-(S)-2-ethoxy-3-[4-(5-phenyl-pent-2-en-4-ynyloxy)-phenyl]-propionic acid ethyl ester

Chemical Property of (E)-(S)-2-ethoxy-3-[4-(5-phenyl-pent-2-en-4-ynyloxy)-phenyl]-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(S)-2-ethoxy-3-[4-(5-phenyl-pent-2-en-4-ynyloxy)-phenyl]-propionic acid ethyl ester

There total 6 articles about (E)-(S)-2-ethoxy-3-[4-(5-phenyl-pent-2-en-4-ynyloxy)-phenyl]-propionic acid 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: 80.0%

(E)-5-phenyl-penta-2-ene-4-yne-1-ol (17733-79-8,129593-48-2,40317-08-6) + ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate (222555-06-8) → (E)-(S)-2-ethoxy-3-[4-(5-phenyl-pent-2-en-4-ynyloxy)-phenyl]-propionic acid ethyl ester (351863-99-5)

Guidance literature:

With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; at 5 ℃;

DOI:10.1021/op034048j

Reference yield:

(E)-(5-chloropent-3-en-1-yn-1-yl)benzene (64907-51-3,40316-56-1) + ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate (222555-06-8) → (E)-(S)-2-ethoxy-3-[4-(5-phenyl-pent-2-en-4-ynyloxy)-phenyl]-propionic acid ethyl ester (351863-99-5)

Guidance literature:

With potassium iodide; potassium carbonate; In water; acetone;

Reference yield:

Phenylpropargyl aldehyde (2579-22-8) → (E)-(S)-2-ethoxy-3-[4-(5-phenyl-pent-2-en-4-ynyloxy)-phenyl]-propionic acid ethyl ester (351863-99-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium ethanolate / toluene / 0.5 h / 21 - 24 °C / Inert atmosphere; Large scale

1.2: 2.5 h / 20 - 25 °C / Large scale

2.1: diisobutylaluminium hydride / toluene / 2 h / 15 - 20 °C / Inert atmosphere; Large scale

3.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / tetrahydrofuran / 5 °C

With tributylphosphine; sodium ethanolate; diisobutylaluminium hydride; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; toluene;

DOI:10.1021/op034048j

upstream raw materials:

(E)-(5-chloropent-3-en-1-yn-1-yl)benzene

ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate

phenylpropargyl aldehyde diethyl acetal

Phenylpropargyl aldehyde