209622-58-2

Upstream product

• 199991-84-9 C₃₆H₄₆O₈ 
• 94199-20-9 (S)-(+)-2-phenyl-2-(tetrahydropyranyloxy)ethanol 
• 72652-35-8 1,3-bis-bromomethyl-2,5-dimethoxy-benzene 
• 7460-82-4 diethylene glycol ditosylate 
• 188303-40-4 (S)-2-[3-((S)-2-Hydroxy-2-phenyl-ethoxymethyl)-2,5-dimethoxy-benzyloxy]-1-phenyl-ethanol 

Downstream Products

• 209622-59-3 (5S,13S)-19-Methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-trien-21-ol 

Relevant academic research and scientific papers

Preparation and temperature-dependent enantioselectivities of homochiral phenolic crown ethers having aryl chiral barriers: Thermodynamic parameters for enantioselective complexation with chiral amines

Homochiral crown ether (S,S)-1 containing 1-naphthyl groups as chiral barriers together with the phenol moiety was prepared by using (S)-3 as a chiral subunit which was resolved in enantiomerically pure form by lipase- catalyzed enantioselective acylation of (±)-3. Homochiral phenolic crown ether (S,S)-2, containing phenyl groups as chiral barriers, was also prepared from (S)-5 which was derived from (S)-mandelic acid. The association constants for their complexes with chiral amines in CHCl3 were determined at various temperatures by the UV-visible spectroscopic method demonstrating that the crown ethers (S,S)-1 and (S,S)-2 displayed the large Δ(R)-(S)ΔG values of 6.2 and 6.4 kJ mol-1, respectively, towards the amine 21 at 15°C. Thermodynamic parameters for complex formation were also determined and a linear correlation between TΔ(R-S)ΔS and Δ(R-S)ΔH values was observed.