3-Azetidinone, 1-[(4-methylphenyl)sulfonyl]-

Base Information

• Chemical Name: 3-Azetidinone, 1-[(4-methylphenyl)sulfonyl]-
• CAS No.: 76543-27-6
• Molecular Formula: C10H11NO3S
• Molecular Weight: 225.268
• Hs Code.: 2933990090
• Mol file: 76543-27-6.mol

Synonyms:1-[(4-METHYLPHENYL)SULFONYL]-3-AZETIDINONE;3-Azetidinone, 1-[(4-methylphenyl)sulfonyl]-;1-Tosylazetidin-3-one;

Chemical Property of 3-Azetidinone, 1-[(4-methylphenyl)sulfonyl]-

Chemical Property:

• Melting Point: 147-152°C
• PSA: 62.83000
• LogP: 1.58710
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

1-Tosylazetidin-3-one ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Tosylazetidin-3-one is a useful synthetic intermediate. It is used to synthesize Azaspiro[3.3]heptanes as building blocks for medicinal chemistry.

Technology Process of 3-Azetidinone, 1-[(4-methylphenyl)sulfonyl]-

There total 19 articles about 3-Azetidinone, 1-[(4-methylphenyl)sulfonyl]- 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: 95.0%

1-(p-Toluenesulfonyl)azetidin-3-ol (154010-96-5) → 1-(p-toluenesulfonyl) azetidin-3-one (76543-27-6)

Guidance literature:

With chromium(VI) oxide; In acetic acid;

DOI:10.1016/S0040-4039(00)61673-8

Reference yield: 80.0%

N-(3-Diazo-2-oxo-propyl)-4-methyl-benzenesulfonamide (72676-71-2) → 1-(p-toluenesulfonyl) azetidin-3-one (76543-27-6)

Guidance literature:

With (CF₃COCHCOCF₃)2Cu; In dichloromethane; for 0.0833333h; Ambient temperature;

Reference yield: 63.0%

N-(3-Diazo-2-oxo-propyl)-4-methyl-benzenesulfonamide (72676-71-2) → N-(4-methylbenzenesulphonyl)propanamin-2-one (54972-26-8) + 1-(p-toluenesulfonyl) azetidin-3-one (76543-27-6)

Guidance literature:

With copper acetylacetonate; tri-n-butyl-tin hydride; In benzene; for 5h; Heating;

DOI:10.1016/S0040-4020(00)00678-5

upstream raw materials:

N-(3-Diazo-2-oxo-propyl)-4-methyl-benzenesulfonamide

acetic acid

p-toluenesulfonyl chloride

3-oxoazetidine hydrochloride salt

Downstream raw materials:

N,N-bis(p-toluenesulfonyl)-3-hydroxy-3-(3'-hydroxy-3'-azetidinyl)azetidine

N-p-toluenesulfonyl-3-hydroxy-3-phenylazetidine

1-(p-Toluenesulfonyl)azetidin-3-ol

3-oximino-1-(p-toluenesulfonyl) azetidine