85891-96-9

Upstream product

• 15356-62-4 L-menthoxyacetyl chloride 
• 655-48-1 DL-1,2-diphenylethane-1,2-diol 
• 2216-51-5 (-)-menthol 
• 492-70-6 1,2-diphenyl-1,2-ethanediol 
• 40248-63-3 menthoxyacetic acid 

Downstream Products

• 52340-78-0 (R,R)-hydroxybenzoin 
• 2325-10-2 (S,S)-hydrobenzoin 
• 98819-61-5 2,2'-(((1S,2S)-1,2-diphenylethane-1,2-diyl)bis(oxy))bis(ethan-1-ol) 
• 98819-58-0 (+)-1S,2S-(1,2-diphenyl-1,2-ethanedioxy)-diacetic acid 
• 98819-63-7 2S,3S,11S,12R-2,3,11,12-tetraphenyl<18>crown-6 
• 98819-59-1 2S,3S,11S,12R-11,12-dideutero-2,3,11,12-tetraphenyl<18>crown-6 

Relevant academic research and scientific papers

SYNTHESIS OF (+)-2R,3R,11R,12R- AND (-)-2S,3S,11S,12S-TETRAPHENYL-18-CROWN-6

The synthesis of the title crown ethers starting from optically active hydrobenzoins is described.R(+)-1, in CDCl3, preferentially extracts R(+)-phenylglycine methyl ester hydroperchlorate from an aqueous solution of the racemate with a chiral recognition factor of 1.5 as shown by nmr measurements.

SYNTHESIS OF (-)-2S,3S,11S,12R-2,3,11,12-TETRAPHENYLCROWN-6

The synthesis of (-) 2S,3S,11S,12R-2,3,11,12-tetraphenyl-crown-6 from (-)-1S,2S-hydrobenzoin and meso-hydrobenzoin is described.Chemical shifts and vicinal coupling constants of the benzylic protons in the 2S,3S and 11S,12R substructures in the free ligands and in complexes with KSCN and 1-phenylethylammonium bromides and a brief discussion of the related conformational changes are also presented.A detailed procedure for the resolution of racemic hydrobenzoin is given.