methyl (5Z)-5-(cyclohexylimino)-4-(4-nitrobenzyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate

Base Information

• Chemical Name: methyl (5Z)-5-(cyclohexylimino)-4-(4-nitrobenzyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate
• CAS No.: 1394232-46-2
• Molecular Formula: C₂₄H₂₅N₃O₅
• Molecular Weight: 435.48
• Mol file: 1394232-46-2.mol

Synonyms:methyl (5Z)-5-(cyclohexylimino)-4-(4-nitrobenzyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate

Chemical Property of methyl (5Z)-5-(cyclohexylimino)-4-(4-nitrobenzyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (5Z)-5-(cyclohexylimino)-4-(4-nitrobenzyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate

There total 3 articles about methyl (5Z)-5-(cyclohexylimino)-4-(4-nitrobenzyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate 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: 55.0%

Cyclohexyl isocyanide (931-53-3) + (Z)-N-benzoylamino-3-(4-nitrophenyl) acrylic acid methyl ester (145383-19-3,82301-68-6) → methyl (5Z)-5-(cyclohexylimino)-4-(4-nitrobenzyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate (1394232-46-2)

Guidance literature:

at 190 ℃; for 0.5h; diastereoselective reaction; Neat (no solvent);

DOI:10.1016/j.tet.2012.06.073

Reference yield:

(Z)-2-phenyl-4-(4-nitrobenzylidene)-(4H)-1,3-oxazol-5-one (7152-75-2,57427-80-2,57427-96-0) → methyl (5Z)-5-(cyclohexylimino)-4-(4-nitrobenzyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate (1394232-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate

2: 0.5 h / 190 °C / Neat (no solvent)

With sodium methylate;

DOI:10.1016/j.tet.2012.06.073

Reference yield:

4-nitrobenzaldehdye (555-16-8) → methyl (5Z)-5-(cyclohexylimino)-4-(4-nitrobenzyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate (1394232-46-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium acetate; acetic anhydride

2: sodium methylate

3: 0.5 h / 190 °C / Neat (no solvent)

With sodium methylate; sodium acetate; acetic anhydride; 1: Erlenmeyer-Plochl azlactone and amino acid synthesis;

DOI:10.1016/j.tet.2012.06.073

upstream raw materials:

Cyclohexyl isocyanide

(Z)-N-benzoylamino-3-(4-nitrophenyl) acrylic acid methyl ester

(Z)-2-phenyl-4-(4-nitrobenzylidene)-(4H)-1,3-oxazol-5-one

4-nitrobenzaldehdye