78159-35-0

Upstream product

• 19464-69-8 3-cyclohexylaminobutyric acid 
• 151238-63-0 methyl 3-(cyclohexylamino)butanoate 
• 201230-82-2 carbon monoxide 
• 1195-42-2 N-cyclohexylisopropylamine 
• 51609-04-2 N-(pentan-3-yl)cyclohexylamine 

Downstream Products

• 140648-82-4 (3R,4S)-1-Cyclohexyl-4-methyl-3-(2-methyl-[1,3]dioxolane-2-carbonyl)-azetidin-2-one 
• 140649-50-9 1-Cyclohexyl-4-methyl-3-[1-(2-methyl-[1,3]dioxolan-2-yl)-meth-(E)-ylidene]-azetidin-2-one 
• 140649-73-6 1-Cyclohexyl-4-methyl-3-[1-(2-methyl-[1,3]dioxolan-2-yl)-meth-(Z)-ylidene]-azetidin-2-one 
• 111390-85-3 1-Cyclohexyl-4-methyl-3-[2-oxo-prop-(E)-ylidene]-azetidin-2-one 
• 111390-86-4 1-Cyclohexyl-4-methyl-3-[2-oxo-prop-(Z)-ylidene]-azetidin-2-one 
• 140649-26-9 Methanesulfonic acid (S)-((2R,3S)-1-cyclohexyl-2-methyl-4-oxo-azetidin-3-yl)-(2-methyl-[1,3]dioxolan-2-yl)-methyl ester 
• 140649-04-3 (3R,4S)-1-Cyclohexyl-3-[(R)-hydroxy-(2-methyl-[1,3]dioxolan-2-yl)-methyl]-4-methyl-azetidin-2-one 

Relevant academic research and scientific papers

Selective Palladium(II)-Catalyzed Carbonylation of Methylene β-C?H Bonds in Aliphatic Amines

Palladium(II)-catalyzed C?H carbonylation reactions of methylene C?H bonds in secondary aliphatic amines lead to the formation of trans-disubstituted β-lactams in excellent yields and selectivities. The generality of the C?H carbonylation process is aided by the action of xantphos-based ligands and is important in securing good yields for the β-lactam products.

A general catalytic β-C-H carbonylation of aliphatic amines to β-lactams

Methods for the synthesis and functionalization of amines are intrinsically important to a variety of chemical applications. We present a general carbon-hydrogen bond activation process that combines readily available aliphatic amines and the feedstock gas carbon monoxide to form synthetically versatile value-added amide products. The operationally straightforward palladium-catalyzed process exploits a distinct reaction pathway, wherein a sterically hindered carboxylate ligand orchestrates an amine attack on a palladium anhydride to transform aliphatic amines into β-lactams. The reaction is successful with a wide range of secondary amines and can be used as a late-stage functionalization tactic to deliver advanced, highly functionalized amine products of utility for pharmaceutical research and other areas.

NEW METHODS FOR β-LACTAM FORMATION FROM β-AMINO ACIDS USING (C6H5)3/CCl4 AND (C6H5)3P/NBS

Triphenylphosphine/carbon tetrachloride and triphenylphosphine/N-bromosuccinimide were found to be very effective for β-lactam formation from β-amino acids in acetonitrile.

A Convenient Method for β-Lactam Formation from β-Amino Acids using Diphenylphosphinic Chloride

Diphenylphosphinic chloride is found to be very effective in promoting β-lactam formation from β-amino acids.

A NEW CONVENIENT METHOD FOR β-LACTAM FORMATION FROM β-AMINO ACIDS USING BIS(5'-NITRO-2'-PYRIDYL) 2,2,2-TRICHLOROETHYL PHOSPHATE

Bis(5'-nitro-2'-pyridyl) 2,2,2-trichloroethyl phosphate is found to be a new efficient condensing agent for β-lactam formation from β-amino acids in acetonitrile.

A NOVEL METHOD FOR THE SYNTHESIS OF β-LACTAMS BY MEANS OF PHASE TRANSFER SYSTEM

The reaction of β-amino acids with methanesulfonyl chloride in a chloroform-water bilayer system in the presence of 15 molpercent of tetrabutylammonium hydrogen sulfate gives the corresponding β-lactams in good yields.