methyl (E)-3-((tert-butoxycarbonyl)oxy)-2-methylene-5-phenylpent-4-enoate

Base Information

• Chemical Name: methyl (E)-3-((tert-butoxycarbonyl)oxy)-2-methylene-5-phenylpent-4-enoate
• CAS No.: 1344649-62-2
• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.37
• Mol file: 1344649-62-2.mol

Synonyms:methyl (E)-3-((tert-butoxycarbonyl)oxy)-2-methylene-5-phenylpent-4-enoate

Chemical Property of methyl (E)-3-((tert-butoxycarbonyl)oxy)-2-methylene-5-phenylpent-4-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (E)-3-((tert-butoxycarbonyl)oxy)-2-methylene-5-phenylpent-4-enoate

There total 2 articles about methyl (E)-3-((tert-butoxycarbonyl)oxy)-2-methylene-5-phenylpent-4-enoate 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:

di-tert-butyl dicarbonate (24424-99-5) + methyl (4E)-3-hydroxy-2-methylene-5-phenylpent-4-enoate (124575-69-5,124957-35-3) → methyl (E)-3-((tert-butoxycarbonyl)oxy)-2-methylene-5-phenylpent-4-enoate (1344649-62-2)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃;

DOI:10.1039/c4ob00682h

Reference yield:

(E)-3-phenylpropenal (14371-10-9) → methyl (E)-3-((tert-butoxycarbonyl)oxy)-2-methylene-5-phenylpent-4-enoate (1344649-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-diaza-bicyclo[2.2.2]octane; triphenylphosphine; 4-nitro-phenol / methanol; tetrahydrofuran / 20 °C

2: dmap / dichloromethane / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; 4-nitro-phenol; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1039/c4ob00682h

Reference yield: 69.0%

4-benzylidene-3-methyl-1-phenylpyrazolone (23901-60-2) + methyl (E)-3-((tert-butoxycarbonyl)oxy)-2-methylene-5-phenylpent-4-enoate (1344649-62-2) → methyl 1-methyl-4-oxo-3,9-diphenyl-8-[(E)-styryl]-2,3-diazaspiro[4.4]nona-1,6-diene-7-carboxylate

Guidance literature:

With tributylphosphine; In toluene; at 20 ℃; for 36h; diastereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0036-1589030

upstream raw materials:

di-tert-butyl dicarbonate

methyl (4E)-3-hydroxy-2-methylene-5-phenylpent-4-enoate

(E)-3-phenylpropenal

Downstream raw materials:

(E)-2,2,2-trifluoroethyl 6-methoxy-5-methyl-4-styrylpyridazine-3-carboxylate