7486-93-3

Basic information

• Product Name: 3,3-DIMETHYL-4-PHENYL-2-AZETIDINONE
• Synonyms: 3,3-DIMETHYL-4-PHENYL-2-AZETIDINONE;3,3-dimethyl-4-phenylazetidin-2-one
• CAS NO: 7486-93-3
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.23
• Mol File: 7486-93-3.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,3-DIMETHYL-4-PHENYL-2-AZETIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-DIMETHYL-4-PHENYL-2-AZETIDINONE(7486-93-3)
• EPA Substance Registry System: 3,3-DIMETHYL-4-PHENYL-2-AZETIDINONE(7486-93-3)

Safety Data

• Hazardous Substances Data: 7486-93-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 3940, 1987 DOI: 10.1021/jo00226a047

Upstream product

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• 120419-97-8 (E)-N-benzylidene-1,1,1-trimethylsilanamine 
• 15500-60-4 N,N-bis(trimethylsilyl)formamide 
• 591-51-5 phenyllithium 
• 97-62-1 Ethyl isobutyrate 
• 53807-80-0 ethyl lithioisobutyrate 
• 100-47-0 benzonitrile 
• 101518-54-1 3,3-Dimethyl-4-phenyl-1-tritylsulfanyl-azetidin-2-one 
• 52777-99-8 N-benzylidene-S-phenylthiohydroxylamine 
• 75-16-1 methylmagnesium bromide 
• 100-52-7 benzaldehyde 
• 86864-34-8 Benzaldehyde tritylsulfenimine 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 

Downstream Products

• 158583-30-3 3,3-dimethyl-1-trimethylsilyl-4-phenylazetidin-2-one 
• 29668-85-7 N,3,3-Trimethyl-4-phenylazetidin-2-one 
• 180181-79-7 N-4-cyanobenzoyl-N-methyl-β-phenylα,α-dimethyl-β-alanine 
• 180181-81-1 (1-{3-[(4-Cyano-benzoyl)-methyl-amino]-2,2-dimethyl-3-phenyl-propionyl}-piperidin-4-yl)-acetic acid benzyl ester 
• 180181-82-2 (1-{3-[(4-Carbamimidoyl-benzoyl)-methyl-amino]-2,2-dimethyl-3-phenyl-propionyl}-piperidin-4-yl)-acetic acid benzyl ester 
• 145694-42-4 (S)-(+)-2-hydroxymethyl-3,3-dimethyl-4-phenyl-2-azetidinone 
• 145694-30-0 1-(acetoxymethyl)-3,3-dimethyl-4-phenyl-2-azetidinone 
• 145694-33-3 Benzoic acid 3,3-dimethyl-2-oxo-4-phenyl-azetidin-1-ylmethyl ester 
• 166582-12-3 (S)-3,3-Dimethyl-4-phenyl-azetidin-2-one 
• 154780-90-2 1-pentanoyloxymethyl-3,3-dimethyl-4-phenyl-2-azetidinone 

Relevant articles and documents

Direct and practical Gilman-Speeter synthesis of 3,4-trisubstituted β-lactams via the Thorpe-Ingold effect

A highly efficient Gilman-Speeter synthesis of 3,4-trisubstituted β-lactams possessing a 4-aryl substituent is described, employing a direct, uncatalyzed Mannich reaction between TMS imines and TMS ketene acetals. The process avoids cryogenic conditions, making it more amenable to process-scale use than related methods for β-lactam synthesis. A Gilman-Speeter diastereoselective version using a sulfinyl imine and leading to homochiral sulfinyl β-aminoester is also presented.

Fibrinogen receptor antagonist and pharmaceutical compositions comprising the same

Compounds of the following general formula (I) and pharmaceutically acceptable salts thereof.

β-Tosylethylamine: A Useful Reagent for Preparation of N-Protected Amides, Carbamates, and Related Compounds. Application to Synthesis of β-Lactams

Readily prepared β-tosylethylamine (3) can be used to synthesize N-tosylethyl (TSE)-protected amido compounds and β-lactams, which can be deprotected under mild conditions with potassium tert-butoxide.