89012-05-5

Upstream product

• 92-44-4 2,3-naphthalenediol 
• 89012-04-4 2,3-bis-(2-hydroxyethoxy)naphthalene 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 1334739-75-1 (S)-12-[(2-methoxyphenoxy)methyl]-2,3-naphtho-18-crown-6 
• 119110-42-8 3,3'-<2,3-Naphthylenbis(oxy)-2,1-ethandiyloxy>bis(2-naphthol)-dibenzylether 

Relevant academic research and scientific papers

Synthesis of new chiral crown ethers containing a (p-methoxyphenoxy)methyl moiety and their chiral recognition ability towards amino acid esters

Novel crown ethers 9-13 containing a chiral subunit derived from 3-(p-methoxyphenoxy)propane-1,2-diol 7 were prepared in enantiomerically pure forms. Chiral recognition properties of these receptors towards L- and D-amino acid derivatives were examined by the UV-vis titration method. These receptors exhibit good chiral recognition towards the isomers (up to KL/K D = 5.81, ΔΔG0 = 4.30 kJ mol-1) in CHCl3 at 25°C.

Synthesis and extraction properties of some lariat ethers derived from the spontaneously resolved guaifenesin, 3-(2-methoxyphenoxy)propane-1,2-diol

Capable of spontaneous resolution rac-3-(2-methoxyphenoxy)propane-1,2-diol, guaifenesin 1 has been proposed as a cheap and readily available enantiopure precursor for the synthesis of nonracemic crown ethers having ligating OAr and OMe arms (lariat ethers). The crowns studied failed to form stable host/guest complexes with amine hydrochloride salts; the effective complexation was achieved using hexafluorophosphate salts. Moderate enantiomeric recognition of R*NH2·HPF6 was achieved with the lariat ethers 11c. As a whole, the enantioselectivity of the extraction is inversely related to the extractive power of the lariat ether. ARKAT-USA, Inc.