17330-25-5

Basic information

• Product Name: methyl 1-p-tosylazetidine-2-carboxylate
• Synonyms: methyl 1-p-tosylazetidine-2-carboxylate
• CAS NO: 17330-25-5
• Molecular Weight: 269.321
• Mol File: 17330-25-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 1-p-tosylazetidine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 1-p-tosylazetidine-2-carboxylate(17330-25-5)
• EPA Substance Registry System: methyl 1-p-tosylazetidine-2-carboxylate(17330-25-5)

Safety Data

• Hazardous Substances Data: 17330-25-5(Hazardous Substances Data)

Upstream product

• 18085-37-5 methyl 1-benzyl-2-azetidinecarboxylate 
• 98-59-9 p-toluenesulfonyl chloride 
• 67-56-1 methanol 
• 10019-95-1 N-tosylpyrrolidinone 
• 29547-04-4 methyl 2,4-dibromobutanoate 
• 255882-72-5 azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 178946-64-0 3-bromo-1-tosylpyrrolidin-2-one 

Downstream Products

• 17330-26-6 (1-tosylazetidin-2-yl)methanol 
• 1153-45-3 4-nitrophenyl 4-methylbenzenesulfonate 
• 3899-91-0 4-methoxyphenyl p-toluenesulfonate 
• 640-60-8 toluene-4-sulfonic acid phenyl ester 
• 97478-25-6 2-((3E)-4-phenyl-1,3-butadienyl)-1-tosylazetidine 
• 124994-26-9 2-(E-2-phenylethenyl)-1-tosyl-3,4-dehydropiperidine 
• 911818-36-5 4-methyl-N-(2-(2-oxocyclobutyl)ethyl)benzenesulfonamide 

Relevant articles and documents

Cleavage of activated cyclic amines: Unprecedented approach toward 2-substituted cyclobutanones

(Chemical Equation Presented) We report, for the first time, ring opening of activated four- to six-membered cyclic amines followed by an intramolecular expansion of cyclopropanol to cyclobutanone via carbocation intermediate. In the case of a N-tosylazir

Robust synthesis of N-sulfonylazetidine building blocks via ring contraction of α-bromo N-sulfonylpyrrolidinones

A simple and robust one-pot nucleophilic addition-ring contraction of α-bromo N-sulfonylpyrrolidinones has been achieved toward α-carbonylated N-sulfonylazetidines. In the presence of potassium carbonate, various nucleophiles, such as alcohols, phenols or anilines, have been efficiently incorporated into the azetidine derivatives. Moreover, the α-bromopyrrolidinone precursors could be selectively obtained in good yields by monobromination of cheap and easily available N-sulfonyl-2-pyrrolidinone derivatives.

TRANSFORMATION OF N-TOSYL-2-(1,3-BUTADIENYL)AZIRIDINE INTO N-TOSYL-2-ETHENYL-3-PYRROLINE.

1,3-Butadienylaziridines or 1,3-butadienylazetidines activated by N-tosyl group smoothly rearrange to vinylpyrroline derivatives or vinylpiperidines in the presence of a catalytic amount of Pd(PPh3)4.Triphenyltin radical induced rearrangement of title compounds is also described.