4-Phenyl-2-azetidinone

Base Information

• Chemical Name: 4-Phenyl-2-azetidinone
• CAS No.: 5661-55-2
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2933790090
• Mol file: 5661-55-2.mol

Synonyms:4-phenylazetidin-2-one;

Chemical Property of 4-Phenyl-2-azetidinone

Chemical Property:

• Vapor Pressure: 3.5E-05mmHg at 25°C
• Melting Point: 108℃ (methanol )
• Refractive Index: 1.567
• Boiling Point: 353.8 °C at 760 mmHg
• PKA: 15.08±0.40(Predicted)
• Flash Point: 205.5 °C
• PSA: 29.10000
• Density: 1.152 g/cm³
• LogP: 1.57640
• Storage Temp.: 2-8°C

Purity/Quality:

99.5% ^*data from raw suppliers

4-Phenyl-2-azetidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Phenyl-2-azetidinone

There total 38 articles about 4-Phenyl-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: 98.0%

4-phenyl-1-<(2,2,2-trichloroethoxy)sulfonyl>azetidin-2-one (87143-23-5) → 4-phenylazetidin-2-one (5661-55-2)

Guidance literature:

With copper; zinc; In tetrahydrofuran;

DOI:10.1021/jo00202a006

Reference yield: 97.0%

3-Amino-3-phenylpropionic acid (3646-50-2) → 4-phenylazetidin-2-one (5661-55-2)

Guidance literature:

With triphenylphosphine; In acetonitrile; for 4.5h; Heating;

DOI:10.1021/ja00399a044

Reference yield: 93.0%

4-Phenyl-1-[2-(toluene-4-sulfonyl)-ethyl]-azetidin-2-one → 4-phenylazetidin-2-one (5661-55-2)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 1.5h;

DOI:10.1021/jo00099a006

upstream raw materials:

styrene

isocyanate de chlorosulfonyle

N-chlorosulfonyl-4-phenylazetidin-2-one

N-benzylidene-1,1,1-trimethylsilanamine

Downstream raw materials:

(2-bromo-1-isocyanato-ethyl)-benzene

4-phenyl-2-pyrrolidinomethylazetidin-2-one

1-(4,5-Dihydro-3H-pyrrol-2-yl)-4-phenyl-azetidin-2-one

2-phenyl-2,6,7,8-tetahydro-3H-pyrrolo[1,2-a]pyrimidin-4-one

Refernces

• 1、 Hua, Duy H.,Verma, Akhilkumar. "SYNTHESIS OF 4-SUBSTITUED 2-AZETIDIONES". . p. 547 - 550. Retrieved 1985.
• 2、 -. "COMPOUNDS AND USES THEREOF". Paragraph 1220. . Retrieved 2019/11/11.
• 3、 Parisi, Giovanna,Capitanelli, Emanuela,Pierro, Antonella,Romanazzi, Giuseppe,Clarkson, Guy J.,Degennaro, Leonardo,Luisi, Renzo. "Easy access to constrained peptidomimetics and 2,2-disubstituted azetidines by the unexpected reactivity profile of α-lithiated N-Boc-azetidines". supporting information. p. 15588 - 15591. Retrieved 2015/10/28.