59759-91-0

Basic information

• Product Name: Cyclohexaneacetic acid, a-(benzoylamino)-
• CAS NO: 59759-91-0
• Molecular Formula: C15H19NO3
• Molecular Weight: 261.321
• Mol File: 59759-91-0.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Cyclohexaneacetic acid, a-(benzoylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexaneacetic acid, a-(benzoylamino)-(59759-91-0)
• EPA Substance Registry System: Cyclohexaneacetic acid, a-(benzoylamino)-(59759-91-0)

Safety Data

• Hazardous Substances Data: 59759-91-0(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 5664-29-9 2-cyclohexylglycine 
• 201230-82-2 carbon monoxide 
• 55-21-0 benzamide 
• 2043-61-0 cyclohexanecarbaldehyde 
• 100-47-0 benzonitrile 
• 59759-67-0 N-Benzoyl-α-cyclohexylglycine amide 

Downstream Products

• 145416-94-0 (S)-benzoylamino-cyclohexyl-acetic acid 
• 5963-46-2 (R)-benzoylamino-cyclohexyl-acetic acid 
• 14328-52-0 (R)-2-amino-2-cyclohexyl acetic acid 
• 845714-30-9 (S)-2-amino-2-cyclohexylethan -1-ol 
• 101355-73-1 (S)-2-benzylamino-2-cyclohexyl-ethanol 

Relevant articles and documents

Nickel-Catalyzed Multicomponent Coupling: Synthesis of α-Chiral Ketones by Reductive Hydrocarbonylation of Alkenes

A nickel-catalyzed, multicomponent regio- and enantioselective coupling via sequential hydroformylation and carbonylation from readily available starting materials has been developed. This modular multicomponent hydrofunctionalization strategy enables the straightforward reductive hydrocarbonylation of a broad range of unactivated alkenes to produce a wide variety of unsymmetrical dialkyl ketones bearing a functionalized α-stereocenter, including enantioenriched chiral α-aryl ketones and α-amino ketones. It uses chiral bisoxazoline as a ligand, silane as a reductant, chloroformate as a safe CO source, and a racemic secondary benzyl chloride or an N-hydroxyphthalimide (NHP) ester of a protected α-amino acid as the alkylation reagent. The benign nature of this process renders this method suitable for late-stage functionalization of complex molecules.

Bifunctional squaramide-catalyzed synthesis of chiral dihydrocoumarins via ortho-quinone methides generated from 2-(1-tosylalkyl)phenols

A bifunctional squaramide-catalyzed reaction of azlactones with o-quinone methides in situ generated from 2-(1-tosylalkyl)-phenols has been successfully developed under basic conditions, providing an efficient and mild access to chiral dihydrocoumarins bearing adjacent tertiary and quaternary stereogenic centers in high yields with excellent diastereo- and enantioselectivities.

METHOD OF AMIDOCARBONYLATION REACTION

A novel method of an amidocarbonylation reaction among an aldehyde compound, an amide compound, and carbon monoxide, which comprises using a palladium-supporting crosslinked-polymer composition containing palladium clusters having a major-axis length of 20 nm or shorter to conduct the amidocarbonylation reaction. Thus, an N-acyl-±-amino acid can be more efficiently and selectively synthesized in a clean reaction system. Also provided is a catalyst for use in the method.