67160-49-0

Usage

Uses

Used in Organic Synthesis:
1-Benzyl-3-methanesulfonyloxyazetidine is used as a reagent for the selective introduction of the azetidine ring in organic synthesis. Its strong reactivity towards a variety of nucleophiles makes it useful in a range of chemical reactions, such as ring-opening reactions and the preparation of complex organic molecules.
Used in Medicinal Chemistry and Drug Discovery Research:
1-Benzyl-3-methanesulfonyloxyazetidine is used as an effective reagent for the synthesis of various biologically active compounds in medicinal chemistry and drug discovery research. Its potential in these fields is attributed to its ability to facilitate the creation of complex organic molecules and its reactivity with nucleophiles.

InChI:InChI=1/C11H15NO3S/c1-16(13,14)15-11-8-12(9-11)7-10-5-3-2-4-6-10/h2-6,11H,7-9H2,1H3

Upstream product

• 54881-13-9 N-benzyl-3-hydroxyazetidine 
• 124-63-0 methanesulfonyl chloride 
• 223382-13-6 1-benzylazetidine-3-ol hydrochloride 
• 100-46-9 benzylamine 
• 75605-52-6 N-benzyl-3-amino-1-chloropropan-2-ol 

Downstream Products

• 156521-27-6 dimethyl 2-(1-benzyl-3-azetidinyl)propane-1,3-dioate 
• 1307683-82-4 N-(1-benzylazetidin-3-yl)acetamide 

Relevant academic research and scientific papers

Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers

We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.

Synthesis method of 3-aminoazetidine

The invention belongs to the technical field of organic synthesis, and specifically relates to a synthesis method of 3-aminoazetidine. The method comprises the following steps: performing sulfonationreaction in acetonitrile by taking 1-benzyl-3-acridine b

DERIVATIVES OF 6-(2,3-DICHLOROPHENYL)-1,2,4-TRIAZIN-5- AMINE

The instant disclosure relates to (among other things) compounds that are derivatives of 6-(2,3-dichlorophenyl)-1,2,4-triazin-5-amine. The compounds provided possess unique effects and differences over other phenyltriazines known in the art.

Influence of ring size on the cognition-enhancing activity of DM235 and MN19, two potent nootropic drugs

A series of analogs of DM235 and MN19, characterized by rings with different size, have been prepared and evaluated for their nootropic activity in the mouse passive-avoidance test. It was found that the optimal ring size for the analogs of DM235, showing endocyclic both amidic groups, is 6 or 7 atoms. For the compounds structurally related to MN19, carrying an exocyclic amide group, the piperidine ring is the moiety which gives the most interesting compounds.

A practical and facile synthesis of azetidine derivatives for oral carbapenem, L-084

An orally active carbapenem L-084, which exhibits high bioavailability in humans, has a 1-(1,3-thiazolin-2-yl)azetidin-3-ylthio moiety at the C-2 position of the 1β-methylcarbapenem skeleton. We established a practical and cost-effective synthesis of 3-mercapto-1-(1,3-thiazolin-2-yl)azetidine (1) for further scale-up production of L-084. This synthesis method entails an industry-oriented reaction of azetidine ring-closure to yield N-benzyl-3-hydroxyazetidine (16), which is eventually converted to 1 via key intermediates, Bunte salts 19 and 20.