E/Z acetic acid 4-ethoxy-2-methylene-1-phenylbut-3-enyl ester

Base Information

• Chemical Name: E/Z acetic acid 4-ethoxy-2-methylene-1-phenylbut-3-enyl ester
• CAS No.: 549504-72-5
• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.306
• Mol file: 549504-72-5.mol

Synonyms:E/Z acetic acid 4-ethoxy-2-methylene-1-phenylbut-3-enyl ester

Chemical Property of E/Z acetic acid 4-ethoxy-2-methylene-1-phenylbut-3-enyl ester

Chemical Property:

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Technology Process of E/Z acetic acid 4-ethoxy-2-methylene-1-phenylbut-3-enyl ester

There total 1 articles about E/Z acetic acid 4-ethoxy-2-methylene-1-phenylbut-3-enyl 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: 99.0%

1-phenylprop-2-ynyl acetate (16169-88-3,84681-19-6,116119-86-9,116182-55-9) + ethyl vinyl ether (109-92-2,25104-37-4) → E/Z acetic acid 4-ethoxy-2-methylene-1-phenylbut-3-enyl ester (549504-72-5)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In benzene; for 0.166667h; Heating;

DOI:10.1021/ja045173t

Reference yield: 66.0%

methyl 2-(4-bromophenyl)-2-diazoacetate (264881-99-4) + E/Z acetic acid 4-ethoxy-2-methylene-1-phenylbut-3-enyl ester (549504-72-5) → (1S,2S)-2-(acetoxyphenylmethyl)-2-(2-ethoxyvinyl)-1-(4-bromophenyl)cyclopropanecarboxylic acid methyl ester + (1S,2R)-2-((R)-Acetoxy-phenyl-methyl)-1-(4-bromo-phenyl)-2-((E)-2-ethoxy-vinyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:

With titanium(IV) isopropylate; diethyl (2R,3R)-tartrate; Cumene hydroperoxide; In dichloromethane; water; at -23 ℃; for 24h;

DOI:10.1016/j.tetasy.2005.01.027

Reference yield:

(E)-methyl 2-diazo-4-phenylbut-3-enoate (119987-21-2) + E/Z acetic acid 4-ethoxy-2-methylene-1-phenylbut-3-enyl ester (549504-72-5) → (3S,4S,6S)-(acetoxy-phenylmethyl)-4-ethoxy-3-phenylcyclohepta-1,5-diene carboxylic acid methyl ester

Guidance literature:

With Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4; In hexane; at 25 ℃; for 0.5h;

DOI:10.1021/ja045173t

upstream raw materials:

1-phenylprop-2-ynyl acetate

ethyl vinyl ether