936253-52-0

Upstream product

• 121-33-5 vanillin 
• 100-39-0 benzyl bromide 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 223801-41-0 3-(4-(benzyloxy)-3-methoxyphenyl)-prop-2-enal 
• 67-64-1 acetone 

Downstream Products

• 936253-53-1 6-(4-hydroxy-3-methoxyphenyl)hexan-2-one 
• 1330753-47-3 1-(3-bromo-4-methoxyphenyl)-7-(3-methoxy-4-hydroxyphenyl)heptan-3-one 

Relevant academic research and scientific papers

Total synthesis and structural revision of engelhardione

The total synthesis of the macrocyclic natural product engelhardione is reported. This effort led to the structural revision of the published structure of engelhardione to that of pterocarine. The revision reflects the change of the substitution pattern of one phenyl ether ring from the meta to the para position. To confirm, pterocarine (2) and its close regioisomer 3 were subsequently synthesized for comparison. Moreover, to the best of our knowledge, our synthesis of 1 represents the first example of a 14-membered macrocyclic diarylheptanoid with a meta-meta substitution pattern at the diphenyl ether moiety.

Microwave-assisted synthesis of macrocycles via intramolecular and/or bimolecular Ullmann coupling

Microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling is described. Using the optimized conditions, a panel of macrocycles, with different substitution patterns, ring sizes, and linkers, has been successfully synthesized using microwave irradiation. To the best of our knowledge, this work represents the first examples of the microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling.