189125-30-2

Basic information

• Product Name: 3-Cyclohexene-1-carboxylicacid,6-amino-,(1S,6S)-(9CI)
• Synonyms: 3-Cyclohexene-1-carboxylicacid,6-amino-,(1S,6S)-(9CI)
• CAS NO: 189125-30-2
• Molecular Formula: C₇H₁₁NO₂
• Molecular Weight: 0
• Product Categories: AMINOACID
• Mol File: 189125-30-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Cyclohexene-1-carboxylicacid,6-amino-,(1S,6S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyclohexene-1-carboxylicacid,6-amino-,(1S,6S)-(9CI)(189125-30-2)
• EPA Substance Registry System: 3-Cyclohexene-1-carboxylicacid,6-amino-,(1S,6S)-(9CI)(189125-30-2)

Safety Data

• Hazardous Substances Data: 189125-30-2(Hazardous Substances Data)

Downstream Products

• 1228187-01-6 ethyl (1S,2S,5R)-2-(tert-butoxycarbonylamino)-5-hydroxycyclohex-3-enecarboxylate 
• 1334880-68-0 ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-hydroxycyclohexanecarboxylate 
• 1334880-72-6 ethyl (1S,2S,5R)-2-(tert-butoxycarbonylamino)-5-fluorocyclohexanecarboxylate 
• 233600-33-4 (1S,2S)-2-(tert-butoxycarbonylamino)cyclohex-3-enecarboxylic acid 

Relevant articles and documents

High-Performance Liquid Chromatographic Enantioseparation of Cyclic β-Amino Acids on Zwitterionic Chiral Stationary Phases Based on Cinchona Alkaloids

Stereoselective high-performance liquid chromatographic separations of eight sterically constrained cyclic β-amino acid enantiomer pairs were carried out using the newly developed Cinchona alkaloid-based zwitterionic chiral stationary phases Chiralpak ZWIX(+) and ZWIX(-). The effects of the mobile phase composition, the nature and concentrations of the acid and base additives, the counterions and temperature on the separations were investigated. The changes in standard enthalpy, Δ(ΔH°), entropy, Δ(ΔS°), and free energy, Δ(ΔG°), were calculated from the linear van't Hoff plots derived from the ln α vs. 1/T curves in the studied temperature range (10-50°C). The values of the thermodynamic parameters depended on the nature of the selectors and the structures of the analytes. Unusual temperature behavior was observed on the ZWIX(-) column: decreased retention times were accompanied by increased separation factors with increasing temperature. On the ZWIX(+) column only enthalpically, whereas on the ZWIX(-) column both enthalpically and entropically driven separations were observed. The elution sequence was determined in all cases and was observed to be the opposite on ZWIX(+) and on ZWIX(-). Chirality 27:563-570, 2015.

Selective synthesis of new fluorinated alicyclic β-amino ester stereoisomers

New fluorinated alicyclic β-amino ester stereoisomers with a cyclohexene or cyclohexane skeleton were prepared from cis- or trans-2-aminocyclohex-3-enecarboxylic acids in five or six steps through a regio- and stereoselective hydroxylation and hydroxy-fluorine exchange. Fluorinated aminoester enantiomers were synthesized from enantiopure cis- or trans-2-aminocyclohexenecarboxylic acid (prepared byenzymatic resolution of the racemic substances). New fluorinated alicyclic β-amino ester stereoisomers with a cyclohexene or cyclohexane skeleton were prepared from cis-or trans-2-aminocyclohex-3-enecarboxylicacids in five or six steps. Copyright