863237-48-3

Upstream product

• 59434-20-7 1,3,5-tri-O-benzylphloroglucinol 
• 63604-98-8 1,3-dibenzylphloroglucinol 
• 1607010-82-1 (2S,3R)-3-(3,5-dibenzyloxyphenoxy)-3-(3-benzyloxyphenyl)-propane-1,2-diol 
• 1607010-85-4 (S)-2-(R)-(3-benzyloxyphenyl)-(3,5-dibenzyloxyphenoxy)-methyl oxirane 
• 1607010-88-7 (2R,3S)-2-(3-benzyloxyphenyl)-5,7-dibenzyloxy-chroman-3-ol 
• 1607010-91-2 (2R)-2-(3-benzyloxyphenyl)-5,7-dibenzyloxy-chroman-3-one 
• 1607010-79-6 ((2S,3S)-3-(3-benzyloxy)-phenyl)-oxiran-2-yl methanol 
• 850307-91-4 (E)-3-[2,4-bis(benzyloxy)-6-hydroxyphenyl]-1-(3-benzyloxyphenyl)propene 
• 863237-46-1 (1R,2R)-1-(3'-benzyloxyphenyl)-3-(2''-hydroxy-4'',6''-dibenzyloxyphenyl)propane-1,2-diol 

Downstream Products

• 863237-61-0 3,4,5-Tris-benzyloxy-benzoic acid (2R,3R)-5,7-bis-benzyloxy-2-(3-benzyloxy-phenyl)-chroman-3-yl ester 

Relevant academic research and scientific papers

Improved synthesis of structural analogues of (-)-epicatechin gallate for modulation of staphylococcal β-lactam resistance

The high-yielding synthesis of enantiomerically pure epicatechin gallate analogues where the A and/or B-ring hydroxylation is reduced or altered has been achieved by optimising routes to the catechin stereochemistry. The B-ring analogues were synthesised by using an electrophilic ring closure onto an enantiomerically enriched epoxide as a key step. The A and B-ring hydroxyl-deleted analogues were synthesised through a Mitsunobu cyclisation. For the B-ring analogues, the anti- (catechin) stereochemistry was converted to the syn- (epicatechin) stereochemistry by a known oxidation/reduction protocol. Absolute stereochemistry was derived from either a Sharpless epoxidation or asymmetric dihydroxylation.

Structure-activity study of epi-gallocatechin gallate (EGCG) analogs as proteasome inhibitors

The structure-activity relationship of a number of synthetic green tea polyphenol analogs involving modifications of A ring and B ring of epi-gallocatechin gallate (EGCG) as proteasome inhibitors has been examined. It was found that in B ring, a decrease in the number of OH groups led to decreased potency. Introduction of a hydrophobic benzyl group into the 8 position of A ring did not significantly affect the proteasome-inhibitory potency.