(3R,4S)-4-[(R)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone

Base Information

• Chemical Name: (3R,4S)-4-[(R)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone
• CAS No.: 444083-25-4
• Molecular Formula: C₂₁H₂₁NO₄
• Molecular Weight: 351.402
• Mol file: 444083-25-4.mol

Synonyms:(3R,4S)-4-[(R)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone

Chemical Property of (3R,4S)-4-[(R)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (3R,4S)-4-[(R)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone

There total 4 articles about (3R,4S)-4-[(R)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone 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: 84.0%

3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde (180062-99-1) + 1-bromo-3-phenylprop-2-yne (1794-48-5) → (3R,4S)-4-[(R)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone (444083-25-4) + (3R,4S)-1-(3-butenyl)-4-[(S)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone (905982-40-3)

Guidance literature:

With indium; ammonium chloride; In tetrahydrofuran; at 0 ℃;

DOI:10.1055/s-2003-39388

Reference yield: 75.0%

1-Bromo-2-phenylacetylene (932-87-6) + 3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde (180062-99-1) → (3R,4S)-4-[(R)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone (444083-25-4) + (3R,4S)-1-(3-butenyl)-4-[(S)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone (905982-40-3)

Guidance literature:

With indium; ammonium chloride; In tetrahydrofuran; at 0 ℃;

DOI:10.1039/b601238h

Reference yield: 75.0%

3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde (180062-99-1) + 1-bromo-3-phenylprop-2-yne (1794-48-5) → C21H21NO4 + (3R,4S)-4-[(R)-1-hydroxy-2-phenyl-2,3-butadienyl]-3-methoxy-1-(p-methoxyphenyl)-2-azetidinone (444083-25-4)

Guidance literature:

With indium; ammonium chloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/chem.200700788

upstream raw materials:

3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

1-bromo-3-phenylprop-2-yne

1-Bromo-2-phenylacetylene