4-Pentenoic acid, 3-hydroxy-5-phenyl-, ethyl ester, (4E)-

Base Information

• Chemical Name: 4-Pentenoic acid, 3-hydroxy-5-phenyl-, ethyl ester, (4E)-
• CAS No.: 95728-97-5
• Molecular Formula: C13H16O3
• Molecular Weight: 220.268
• Mol file: 95728-97-5.mol

Synonyms:

Chemical Property of 4-Pentenoic acid, 3-hydroxy-5-phenyl-, ethyl ester, (4E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Pentenoic acid, 3-hydroxy-5-phenyl-, ethyl ester, (4E)-

There total 21 articles about 4-Pentenoic acid, 3-hydroxy-5-phenyl-, ethyl ester, (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: 100.0%

(E)-3-phenylpropenal (14371-10-9) + ethyl iodoacetae (623-48-3) → (E)-ethyl 3-hydroxy-5-phenylpent-4-enoate (95728-97-5)

Guidance literature:

With indium iodide; In tetrahydrofuran; for 17h; Ambient temperature;

DOI:10.1016/0022-328X(89)85180-0

Reference yield: 99.0%

(E)-3-phenylpropenal (14371-10-9) + 1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene (42201-84-3) → (E)-ethyl 3-hydroxy-5-phenylpent-4-enoate (95728-97-5)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); 1-dodecyloxy-4-(heptadecafluorooctyl)benzene; In carbon dioxide; at 50 ℃; for 3h; under 60006 Torr;

DOI:10.1021/ol0173127

Reference yield: 96.0%

(E)-3-phenylpropenal (14371-10-9) + ethyl acetate (141-78-6) → (E)-ethyl 3-hydroxy-5-phenylpent-4-enoate (95728-97-5)

Guidance literature:

(E)-3-phenylpropenal; ethyl acetate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; Inert atmosphere;

DOI:10.1021/np200033y

upstream raw materials:

(E)-3-phenylpropenal

ethyl bromoacetate

ethyl iodoacetae

lithium 1-ethoxyethenolate

Downstream raw materials:

ethyl trans-5-phenyl-3-trimethylsiloxypent-4-enoate

(E)-ethyl 5-phenyl-3-(4-trimethylsilanyl-but-2-ynyloxy)pent-4-enoate

4-hydroxy-6-[(E)-2-phenylethenyl]-5,6-dihydro-2H-pyran-2-one

kawain

Refernces

• 1、 Shimada, Naoyuki,Takahashi, Naoya,Ohse, Naoki,Koshizuka, Masayoshi,Makino, Kazuishi. "Synthesis of Weinreb amides using diboronic acid anhydride-catalyzed dehydrative amidation of carboxylic acids". supporting information. p. 13145 - 13148. Retrieved 2020/11/09.
• 2、 Downey, C. Wade,Dixon, Grant J.,Ingersoll, Jared A.,Fuller, Claire N.,MacCormac, Kenneth W.,Takashima, Anna,Sediqui, Rohina. "One-pot enol silane formation-Mukaiyama aldol reactions: Crossed aldehyde-aldehyde coupling, thioester substrates, and reactions in ester solvents". . . Retrieved 2019/10/14.