310890-64-3

Upstream product

• 99315-76-1 (5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone 
• 310889-88-4 5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one 
• 310890-58-5 N-[5(S)-(hydroxymethyl)-4(S)-isobutyl-2(S)-(2-methoxy-ethoxy)-tetrahydro-furan-3(S)-yl]-4-methoxy-benzenesulfonamide 
• 310889-92-0 3(S)-azido-5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one 
• 310890-40-5 [4(S)-azido-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-ylmethoxy]-tert-butyl-diphenyl-silane 
• 310890-44-9 5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-2(R)-(2-methoxy-ethoxy)-tetrahydro-furan-3(S)-ylamine 
• 310890-52-9 N-[5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-2(S)-(2-methoxy-ethoxy)-tetrahydro-furan-3(S)-yl]-4-methoxy-benzenesulfonamide 

Downstream Products

• 310890-70-1 3(S)-isobutyl-4(S)-(4-methoxy-benzenesulfonylamino)-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide 

Relevant academic research and scientific papers

Tetrahydrofuran as a scaffold for peptidomimetics. Application to the design and synthesis of conformationally constrained metalloproteinase inhibitors

Enantiopure functionalized tetrahydrofurans were synthesized as prototypical conformationally constrained analogs of acyclic succinic acid-based inhibitors of metalloproteinases. While preliminary docking study showed good congruence with a potent inhibitor, the biological results were disappointing. Molecular dynamics simulation revealed the weakness of the H-bond interactions. (C) 2000 Elsevier Science Ltd.