2,4-Pentadienoic acid, 5-phenyl-, 1,1-dimethylethyl ester, (2E,4E)-

Base Information

• Chemical Name: 2,4-Pentadienoic acid, 5-phenyl-, 1,1-dimethylethyl ester, (2E,4E)-
• CAS No.: 120823-67-8
• Molecular Formula: C15H18O2
• Molecular Weight: 230.307
• Mol file: 120823-67-8.mol

Synonyms:

Chemical Property of 2,4-Pentadienoic acid, 5-phenyl-, 1,1-dimethylethyl ester, (2E,4E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,4-Pentadienoic acid, 5-phenyl-, 1,1-dimethylethyl ester, (2E,4E)-

There total 23 articles about 2,4-Pentadienoic acid, 5-phenyl-, 1,1-dimethylethyl ester, (2E,4E)- 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: 97.0%

(E)-tert-butyl 5-(4-nitrophenoxy)-5-phenylpent-2-enoate (1046862-45-6) → tert-butyl (E,E)-5-phenylpenta-2,4-dienoate (120823-67-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 22 ℃; for 1h;

DOI:10.1016/j.tet.2008.04.027

Reference yield: 90.0%

(E)-3-phenylpropenal (14371-10-9) + tert-butyl 2,2-dichloroacetate (49653-47-6) → tert-butyl (E,E)-5-phenylpenta-2,4-dienoate (120823-67-8)

Guidance literature:

With manganese; In tetrahydrofuran; for 3h; optical yield given as %de; stereoselective reaction; Reflux; Inert atmosphere;

DOI:10.1055/s-0029-1216880

Reference yield: 89.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane (83947-56-2) → tert-butyl (E,E)-5-phenylpenta-2,4-dienoate (120823-67-8)

Guidance literature:

With oxygen; sodium carbonate; palladium diacetate; In N,N-dimethyl acetamide; at 23 ℃; for 6h;

DOI:10.1021/ol0483192

upstream raw materials:

tert-butyl (trimethylsilyl)acetate

3-phenyl-propenal

styrene

tert-Butyl acrylate

Downstream raw materials:

Benzyl-{(E)-(S)-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-phenyl-allyl}-((R)-1-phenyl-ethyl)-amine

5-phenylpenta-2,4-dienoic acid

Refernces

• 1、 Braun, Manfred,Mross, Stefan,Schwarz, Ido. "Mild and stereoconvergent palladium-catalyzed carbonyl alkenation reaction of α,β-unsaturated aldehydes". . p. 83 - 88. Retrieved 1998.
• 2、 Liu, Xin,Werner, Thomas. "Selective Construction of C?C and C=C Bonds by Manganese Catalyzed Coupling of Alcohols with Phosphorus Ylides". supporting information. p. 1096 - 1104. Retrieved 2020/12/31.
• 3、 O'Brien, Christopher J.,Lavigne, Florie,Coyle, Emma E.,Holohan, Andrew J.,Doonan, Bryan J.. "Breaking the ring through a room temperature catalytic wittig reaction". supporting information. p. 5854 - 5858. Retrieved 2013/06/27.