1253799-75-5

Upstream product

• 1253799-73-3 ((4aS,8R,8aS,9S)-3-(benzyloxy)-8-bromo-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione) 
• 1371641-66-5 C₂₆H₃₃BrN₂O₅Si 
• 1371641-70-1 C₂₆H₃₄N₂O₆Si 
• 1371641-69-8 C₂₆H₃₃IN₂O₅Si 
• 1253799-71-1 ((4aS,8aS,9S)-3-(benzyloxy)-5-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-4a-hydroxy-8a,9-dihydronaphtho[2,3-d]isoxazol-4(4aH)-one) 

Downstream Products

• 1371642-08-8 C₂₈H₃₉N₃O₅Si 
• 1371641-84-7 C₅₁H₄₉N₇O₇ 
• 1371641-85-8 C₅₆H₅₉N₅O₉ 
• 1371641-86-9 C₅₁H₅₁N₅O₇ 
• 1371641-89-2 C₅₃H₅₀F₃N₅O₈ 
• 1371641-92-7 C₅₂H₅₃N₅O₉S 
• 1371641-83-6 C₅₇H₆₃N₇O₇Si 

Relevant academic research and scientific papers

SYNTHESIS OF C5-SUBSTITUTED TETRACYCLINES, USES THEREOF, AND INTERMEDIATES THERETO

The tetracycline class of antibiotics has played a major role in the treatment of infectious diseases for the past 50 years. However, the increased use of the tetracyclines in human and veterinary medicine has led to resistance among many organisms previously susceptible to tetracycline antibiotics. The recent development of a modular synthesis of tetracycline analogs through a chiral enone intermediate has allowed for the efficient synthesis of novel tetracycline analogs never prepared before. The present invention provides more efficient routes for preparing the enone intermediate and allows for a wide variety of substituents at position 5 of the tetracycline ring system.

SYNTHESIS OF TETRACYCLINES AND INTERMEDIATES THERETO

The tetracycline class of antibiotics has played a major role in the treatment of infectious diseases for the past 50 years. However, the increased use of the tetracyclines in human and veterinary medicine has led to resistance among many organisms previously susceptible to tetracycline antibiotics. The recent development of a modular synthesis of tetracycline analogs through a chiral enone intermediate has allowed for the efficient synthesis of novel tetracycline analogs never prepared before. The present invention provides more efficient routes for preparing the enone intermediate and allows for substituents at positions 4a, 5, 5a, and 12a of the tetracycline ring system.