1373390-75-0

Upstream product

• 150337-23-8 (-)-(1S,4R,4aS,5S,8aS)-1,4,4a,8a-tetrahydro-endo-1,4-methanonaphthalen-8(5H)-one 
• 146830-36-6 (+)-(1S,4R,4aS,5R,8S,8aR)-5-Acetoxy-1,4,4a,5,8,8a-hexahydro-8-hydroxy-endo-1,4-methanonaphthalene 
• 678197-26-7 tricyclo[6.2.1.0^2,7]undeca-4,9-diene-3,6-diol 
• 51175-59-8 norbornenoquinone 
• 1253798-62-7 C₁₄H₁₆N₂O₄ 
• 852821-12-6 3-benzyloxy-5-dimethylaminomethylisoxazole 

Downstream Products

• 1253798-63-8 C₂₅H₂₆N₂O₄ 

Relevant academic research and scientific papers

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.