(Z)-3-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester

Base Information

• Chemical Name: (Z)-3-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester
• CAS No.: 76678-18-7
• Molecular Formula: C₂₀H₁₇NO₄
• Molecular Weight: 335.359

Synonyms:(Z)-3-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester

Chemical Property of (Z)-3-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester

Chemical Property:

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Technology Process of (Z)-3-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester

There total 3 articles about (Z)-3-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl 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:

4-benzyl-2-phenyl-2-oxazolin-5-one (5874-61-3,21453-79-2,51127-19-6,75658-67-2) + propynoic acid methyl ester (922-67-8) → (Z)-3-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester (76678-18-7) + (E)-3-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester (76678-19-8)

Guidance literature:

With triethylamine; In dichloromethane; at -20 ℃; for 0.5h; Yield given. Yields of byproduct given;

Reference yield:

4-benzyl-2-phenyl-2-oxazolin-5-one (5874-61-3,21453-79-2,51127-19-6,75658-67-2) + propynoic acid methyl ester (922-67-8) → C20H17NO4 + (Z)-3-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester (76678-18-7)

Guidance literature:

With C₃₈H₄₇N₄P; In toluene; at -60 ℃; for 13h; Overall yield = 98 %; enantioselective reaction;

DOI:10.1039/c2sc22027j

Reference yield:

4-benzyl-2-phenyl-2-oxazolin-5-one (5874-61-3,21453-79-2,51127-19-6,75658-67-2) + propynoic acid methyl ester (922-67-8) → C20H17NO4 + C20H17NO4 + (Z)-3-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester (76678-18-7)

Guidance literature:

With C₃₆H₄₃N₄P; In toluene; at -60 ℃; for 24h; Overall yield = 83 %; enantioselective reaction;

DOI:10.1039/c2sc22027j

upstream raw materials:

4-benzyl-2-phenyl-2-oxazolin-5-one

propynoic acid methyl ester

Downstream raw materials:

(Z)-4-Benzoylamino-4-carboxy-hept-2-enedioic acid dimethyl ester

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