145416-94-0

Basic information

• Product Name: (S)-benzoylamino-cyclohexyl-acetic acid
• Synonyms: (S)-benzoylamino-cyclohexyl-acetic acid
• CAS NO: 145416-94-0
• Molecular Weight: 261.321
• Mol File: 145416-94-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-benzoylamino-cyclohexyl-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-benzoylamino-cyclohexyl-acetic acid(145416-94-0)
• EPA Substance Registry System: (S)-benzoylamino-cyclohexyl-acetic acid(145416-94-0)

Safety Data

• Hazardous Substances Data: 145416-94-0(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 5664-29-9 2-cyclohexylglycine 
• 59759-91-0 N-benzoyl-α-cyclohexylglycine 

Downstream Products

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

Relevant articles and documents

Dynamic Kinetic Resolution of N-Protected Amino Acid Esters via Phase-Transfer Catalytic Base Hydrolysis

Asymmetric base hydrolysis of α-chiral esters with synthetic small-molecule catalysts is described. Quaternary ammonium salts derived from quinine were used as chiral phase-transfer catalysts to promote the base hydrolysis of N-protected amino acid hexafluoroisopropyl esters in a CHCl3/NaOH (aq) via dynamic kinetic resolution, providing the corresponding products in moderate to good yields (up to 99%) with up to 96:4 er. Experimental and computational mechanistic studies using DFT calculation and pseudotransition state (pseudo-TS) conformational search afforded a TS model accounting for the origin of the stereoselectivity. The model suggested π-stacking and H-bonding interactions play essential roles in stabilizing the TS structures.