3-Eth-(Z)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one

Base Information

• Chemical Name: 3-Eth-(Z)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one
• CAS No.: 112113-97-0
• Molecular Formula: C₂₀H₁₉NO₂
• Molecular Weight: 305.376
• Mol file: 112113-97-0.mol

Synonyms:3-Eth-(Z)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one

Chemical Property of 3-Eth-(Z)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Eth-(Z)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one

There total 5 articles about 3-Eth-(Z)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one 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: 93.0%

(1'S,3S,4RS)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone (100009-44-7,106399-91-1,112245-38-2,112245-39-3) → 3-Eth-(Z)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one (112113-97-0) + (R)-3-((S)-1-Iodo-ethyl)-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one

Guidance literature:

With sodium iodide; In acetone; for 12h; Heating;

DOI:10.1021/jo00238a041

Reference yield: 30.0%

(1'S,3S)-3-(1'-hydroxyethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone (205525-21-9) → 3-Eth-(Z)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one (112113-97-0) + (R)-3-((S)-1-Iodo-ethyl)-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one + 3-Eth-(E)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one (112113-98-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; methyl iodide; In tetrahydrofuran; for 16h; Ambient temperature;

DOI:10.1021/jo00238a041

Reference yield:

(E)-4-methoxy-N-((E)-3-phenylallylidene)aniline (88315-63-3) → 3-Eth-(Z)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one (112113-97-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / lithium isopropylcyclohexylamine / tetrahydrofuran / -20 - -10 °C

2: PPh₃, diethyl azodicarboxylate / tetrahydrofuran / 1.5 h

3: HCl / methanol / 15 h / Ambient temperature

With hydrogenchloride; lithium cyclohexylisopropylamide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol;

DOI:10.1039/c39850001433

upstream raw materials:

(1'S,3S)-3-(1'-hydroxyethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

(1'S,3S,4RS)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone

(E)-4-methoxy-N-((E)-3-phenylallylidene)aniline