78740-49-5

Upstream product

• 933-40-4 cycloxexanone dimethyl ketal 
• 78740-48-4 3',4'-dideoxy-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)kanamycin B 

Downstream Products

• 189157-27-5 2'',3''-O,N-carbonyl-4'',6''-O-cyclohexylidene-5-deoxy-5,2''-diepi-5-fluoro-1,3,2',6'-tetrakis(N-tert-butoxycarbonyl)dibekacin 
• 189157-25-3 4'',6''-O-cyclohexylidene-5-deoxy-5-epi-5-fluoro-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin 
• 189157-29-7 4'',6''-O-cyclohexylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-oxo-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin 
• 189157-24-2 2''-O-acetyl-4'',6''-O-cyclohexylidene-5-deoxy-5-epi-5-fluoro-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin 
• 189157-26-4 C₅₀H₈₃F₄N₅O₁₉S 
• 189157-23-1 2''-O-acetyl-4'',6''-O-cyclohexylidene-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin 

Relevant academic research and scientific papers

Synthesis of 2''-oxidized derivatives of 5-deoxy-5-epi-5-fluoro-dibekacin and -arbekacin, and study on structure-chemical shift relationships of urethane(or amide)-type NH protons in synthetic intermediates

Three 2''-modified dibekacin-analogs have been prepared as potential compounds active against resistant bacteria producing 2''-O-phosphotransferases; one is 5-deoxy-5,2''-diepi-5-fluorodibekacin (9) prepared from a suitably protected 2''-O-triflyl derivative through the 2'',3''-cyclic carbamate, and the others are 2''-oxo derivatives (12 and 22, both as the hydrate) of 5-deoxy-5-epi-5-fluoro-dibekacin and -arbekacin prepared through oxidation at C-2'' of suitably protected derivatives. Relationships between the t-butoxycarbonyl(= Boc)-NH-shifts of per-N-Boc synthetic intermediates and their structures were studied. It was found that the shifts, measured in pyridine-d5 at 80 °C, which spread over a close range (δ 6-7 ppm), are sensitively influenced by nearby and surrounding groups around the BocNH group in respect of electron-withdrawing character, hydrogen bonding (BocNH ... acceptor), and also solvent effects (BocNH ... NC5H5).