(+/-)-4-benzyl-2-azetidinone

Base Information

• Chemical Name: (+/-)-4-benzyl-2-azetidinone
• CAS No.: 777885-07-1
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.203
• Mol file: 777885-07-1.mol

Synonyms:(+/-)-4-benzyl-2-azetidinone

Chemical Property of (+/-)-4-benzyl-2-azetidinone

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

(+/-)-4-Benzylazetidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-4-benzyl-2-azetidinone

There total 1 articles about (+/-)-4-benzyl-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: 47.0%

allylbenzene (300-57-2,57807-91-7) + isocyanate de chlorosulfonyle (1189-71-5) → (+/-)-4-benzyl-2-azetidinone (777885-07-1)

Guidance literature:

allylbenzene; isocyanate de chlorosulfonyle; In dichloromethane; at 30 ℃; for 144h;

With potassium carbonate; sodium sulfite; In dichloromethane; water; for 48h;

DOI:10.1002/adsc.200505253

Reference yield: 98.0%

(+/-)-4-benzyl-2-azetidinone (777885-07-1) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → rac-4-benzyl-1-hydroxymethylazetidin-2-one (884344-33-6)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; for 6h; ultrasonication;

DOI:10.1002/adsc.200505253

Reference yield: 68.0%

(+/-)-4-benzyl-2-azetidinone (777885-07-1) + C8H11Br → C18H21NO

Guidance literature:

With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium iodide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ol802159v

upstream raw materials:

allylbenzene

isocyanate de chlorosulfonyle

Downstream raw materials:

3(S)-amino-4-phenylbutyric acid

homo-β-phenylalanine methyl ester

methyl (3R)-3-amino-4-phenylbutanoate

rac-4-benzyl-1-hydroxymethylazetidin-2-one

Refernces

• 1、 Li, Xiang-Guo,Kanerva, Liisa T.. "Lipase-involved strategy to the enantiomers of 4-benzyl-β-lactam as a key intermediate in the preparation of β-phenylalanine derivatives". . p. 197 - 205. Retrieved 2007/10/03.