365280-02-0

Upstream product

• 554-95-0 benzene-1,3,5-tricarboxylic acid 
• 4422-95-1 1,3,5-benzene tris(carbonyl chloride) 
• 20989-17-7 (2S)-2-phenylglycinol 

Downstream Products

• 365280-04-2 1,3,5-tris[2-(4-(S)-phenyl-1,3-oxazoline)]benzene 

Relevant academic research and scientific papers

Synthesis of C3-symmetric tris(β-hydroxy amide) ligands and their Ti(IV) complex-catalyzed enantioselective alkynylation of aldehydes

(Chemical Equation Presented) A series of new chiral C3- symmetric tris(β-hydroxy amide) ligands have been synthesized via the reaction of 1,3,5-benzenetricarboxylic chloride and optically pure amino alcohols (up to 96% yield). The asymmetric catalytic alkynylation of aldehydes with these new C3-symmetric chiral tris(β-hydroxy amide) ligands and Ti (OiPr)4 was investigated. Ligand 4c synthesized from (1R,2S)-(-)-2-amino-1,2-diphenylethanol is effective for the enantioselective alkynylation of various aldehydes, and high enantioselectivity was obtained with aromatic aldehydes and α,β-unsaturated aldehyde (up to 92% ee).

A convenient one-pot synthesis of arene-centered tris(thiazoline) compounds

A simple and practical one-pot synthesis of novel enantiopure tris(thiazoline) compounds was documented. The desired products were obtained in moderate to good yields through three steps from commercially available 1,3, 5-benzenetricarboxylic acid or 2, 4, 6-pyridinetricarboxylic acid, and chiral amino alcohols. Only one column chromatographic purification was needed for the three steps.

Sugar recognition by C3-symmetric oxazoline hosts

C3-Symmetric tris(oxazoline) derivatives (2S,2R) were designed to complex sugars and alcohols in nonpolar organic solvent through complementary intermolecular hydrogen-bonding interactions. 1H NMR titration demonstrated that the C3-symmetric hosts were capable of anomer-selective recognition for n-octyl-D-glucopyranoside. 1H NMR data revealed intermolecular hydrogen bonds between 2S and glucopyranosides.