80249-00-9

Upstream product

• 80662-83-5 1-Benzyloxycarbonyl-5-oxoperhydroazocine 
• 83621-33-4 benzyl 4-oxoazepane-1-carboxylate 
• 186581-53-3 diazomethane 
• 623-73-4 diazoacetic acid ethyl ester 
• 151-50-8 potassium cyanide 
• 80248-99-3 benzyl N-(2-propenyl)-N-(3-butenyl)carbamate 

Downstream Products

• 13618-93-4 indolizidine 
• 1017575-56-2 benzyl (5R)-5-((R)-tert-butylsulfinylamino)azononane-1-carboxylate 
• 1017575-55-1 benzyl (5S)-5-((R)-tert-butylsulfinylamino)azononane-1-carboxylate 

Relevant academic research and scientific papers

AZOCANE AND AZONANE DERIVATIVES AND METHODS OF TREATING HEPATITIS B INFECTIONS

Provided herein are compounds useful for the treatment of HBV infection in a subject in need thereof, pharmaceutical compositions thereof, and methods of inhibiting, suppressing, or preventing HBV infection in the subject.

Side chain SAR of bicyclic β-lactamase inhibitors (BLIs). 1. Discovery of a class C BLI for combination with imipinem

Bridged monobactam β-lactamase inhibitors were prepared and evaluated as potential partners for combination with imipenem to overcome class C β-lactamase mediated resistance. The (S)-azepine analog 2 was found to be effective in both in vitro and in vivo assays and was selected for preclinical development.

NOVEL INHIBITORS OF BETA-LACTAMASE

A class of 7-oxo-2,6-diazabicyclo-[3.2.0]-heptane-6-sulfonic acid compounds substituted at the two position of the bicyclic ring with a heterocyclylaminocarbonyl group or a carbocyclylaminocarbonyl group are β-lactamase inhibitors. The compounds and their prodrugs and pharmaceutically acceptable salts are useful in the treatment of bacterial infections in combination with β-lactam antibiotics. In particular, the compounds are suitable for use with β-lactam antibiotics (e.g., imipenem and ceftazidime) against micro-organisms resistant to β-lactam antibiotics due to the presence of the β-lactamases.

Hydroboration-Carbon Monoxide Insertion of Bis-Olefinic Amine Derivatives. Synthesis of δ-Coniceine, Pyrrolizidine, (+/-)-Heliotridane, and (+/-)-Pseudoheliotridane

The hydroboration-carbon monoxide insertion of several bis-olefinic derivatives has provided facile preparations of N-(carbomethoxy)-5-azacyclooctanone (6), N-(carbobenzyloxy)-5-azacyclooctanone (9), and N-(carbobenzyloxy)-5-cyclononanone (18).Of the hydroboration protocols examined, thexylborane-cyanidation proved to be the most useful.Reductive ring closure of 9 and of 18 gave 26 and 27, respectively.Methylation of 9 followed by reduction afforded 29 and 30.

HYDROBORATION-CARBONYLATION OF BISOLEFINIC AMINES: A FACILE SYNTHESIS OF δ-CONICEINE

Treatment of N-allyl-N-3-butenyl-N-Cbz-amine (1) with thexyl borane followed by cyanidation affords an azacyclononanone 2 in 35 percent yield which can be transformed into δ-coniceine (3) by catalytic reduction.