184713-81-3

Upstream product

• 1350895-99-6 (1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-1,2-diol 
• 1350895-97-4 C₁₇H₁₈O₂ 
• 1350895-98-5 C₁₇H₂₀O₄ 
• 24114-57-6 3-(2-hydroxyphenyl)-1-phenyl-1-propene 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 121507-50-4 phenyl 1-phenyl-2-propynyl ether 
• 138621-80-4 1-phenyl-1-phenoxy-2-propene 
• 108-95-2 phenol 

Downstream Products

• 1350896-02-4 (-)-trans-(2S,3R)-phenylflavan-3-yl-3,4,5-tris(benzyloxy)benzoate 
• 1350895-89-4 (-)-(2S,3R)-trans-phenylflavan-3-yl-O-gallate 

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.

Anti-staphylococcal activity and β-lactam resistance attenuating capacity of structural analogues of (-)-epicatechin gallate

We examined the impact of gradual removal of hydroxyl groups from the A- and B-rings of (-)-epicatechin gallate on antibacterial activity and oxacillin resistance attenuation of an epidemic strain of methicillin resistant Staphylococcus aureus. Removal of