(4R)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(S_S)-3-(p-tolylsulfinyl)-2-furyl]-2-azetidinone

Base Information

• Chemical Name: (4R)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(S_S)-3-(p-tolylsulfinyl)-2-furyl]-2-azetidinone
• CAS No.: 290836-55-4
• Molecular Formula: C₂₃H₂₃NO₄S
• Molecular Weight: 409.506
• Mol file: 290836-55-4.mol

Synonyms:(4R)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(S_S)-3-(p-tolylsulfinyl)-2-furyl]-2-azetidinone

Chemical Property of (4R)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(S_S)-3-(p-tolylsulfinyl)-2-furyl]-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(S_S)-3-(p-tolylsulfinyl)-2-furyl]-2-azetidinone

There total 5 articles about (4R)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(S_S)-3-(p-tolylsulfinyl)-2-furyl]-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:

ethyl lithioisobutyrate (53807-80-0) + (SS)-(N-p-methoxyphenyl)-3-(p-tolylsulfinyl)-2-furaldimine (290836-53-2) → (4R)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(SS)-3-(p-tolylsulfinyl)-2-furyl]-2-azetidinone (290836-55-4) + (4S)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(SS)-3-(p-tolylsulfinyl)-2-furyl]-2-azetidinone

Guidance literature:

With aluminium trichloride; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

DOI:10.3987/COM-00-8913

Reference yield:

3-((S)-Toluene-4-sulfinyl)-furan-2-carbaldehyde (159812-85-8) → (4R)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(SS)-3-(p-tolylsulfinyl)-2-furyl]-2-azetidinone (290836-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 77 percent / MgSO₄ / benzene / 20 °C

2.1: lithium diisopropylamide / diethyl ether; hexane / 0.5 h / -78 °C

2.2: diethyl ether; hexane / 1.75 h / -78 - 20 °C

With magnesium sulfate; lithium diisopropyl amide; In diethyl ether; hexane; benzene;

DOI:10.1248/cpb.50.615

Reference yield:

Ethyl isobutyrate (97-62-1) + (SS)-(N-p-methoxyphenyl)-3-(p-tolylsulfinyl)-2-furaldimine (290836-53-2) → (4R)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(SS)-3-(p-tolylsulfinyl)-2-furyl]-2-azetidinone (290836-55-4) + (4S)-1-(p-methoxyphenyl)-3,3-dimethyl-4-[(SS)-3-(p-tolylsulfinyl)-2-furyl]-2-azetidinone

Guidance literature:

Ethyl isobutyrate; With lithium diisopropyl amide; In diethyl ether; hexane; at -78 ℃; for 0.5h;

(S_S)-(N-p-methoxyphenyl)-3-(p-tolylsulfinyl)-2-furaldimine; In diethyl ether; hexane; at -78 - 20 ℃; for 1.75h;

DOI:10.1248/cpb.50.615

upstream raw materials:

ethyl lithioisobutyrate

(S_S)-(N-p-methoxyphenyl)-3-(p-tolylsulfinyl)-2-furaldimine

Ethyl isobutyrate

4-methoxy-aniline