452084-66-1

Upstream product

• 177723-39-6 ethyl 6-O-tosyl-2,3-dideoxy-α-D-erythro-pyranoside 
• 177723-40-9 ethyl 6-azido-2,3,6-trideoxy-α-D-erythro-hexopyranoside 
• 100-39-0 benzyl bromide 
• 452084-59-2 Toluene-4-sulfonic acid (4R,5S)-6-azido-4-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-hexyl ester 
• 452084-58-1 [(1S,2R)-1-Azidomethyl-2-benzyloxy-5-(4-methoxy-benzyloxy)-pentyloxy]-tert-butyl-dimethyl-silane 
• 452084-65-0 (2S,3R)-3-Benzyloxy-6-(4-methoxy-benzyloxy)-hexane-1,2-diol 
• 452084-63-8 (2S,3R)-1-Azido-3-benzyloxy-6-(4-methoxy-benzyloxy)-hexan-2-ol 
• 452084-64-9 (S)-4-[(R)-1-Benzyloxy-4-(4-methoxy-benzyloxy)-butyl]-2,2-dimethyl-[1,3]dioxolane 
• 452084-67-2 (4R,5S)-6-Azido-4-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-hexan-1-ol 
• 452084-56-9 (S)-2-[(R)-1-Benzyloxy-4-(4-methoxy-benzyloxy)-butyl]-oxirane 
• 452084-52-5 (R)-4-Benzyloxy-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-1-ol 
• 452084-62-7 (R)-4-(4-Methoxy-benzyloxy)-1-(S)-oxiranyl-butan-1-ol 
• 452084-51-4 (S)-4-((R)-1-Benzyloxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxolane 
• 142561-89-5 (R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol 

Downstream Products

• 452084-61-6 tert-butyl (3R,4R)-3-azido-4-(benzyloxy)azepane-1-carboxylate 
• 158980-65-5 1,1-dimethylethyl (3R)-trans-hexahydro-4-hydroxy-3-{[4-(phenylmethoxy)benzoyl]amino}-1H-azepine-1-carboxylate 
• 1054623-84-5 (3R,4R)-4-[4-(2-Benzyloxy-6-benzyloxycarbonyl-benzoyl)-3,5-bis-methoxymethoxy-benzoyloxy]-3-[4-(tert-butyl-dimethyl-silanyloxy)-benzoylamino]-azepane-1-carboxylic acid tert-butyl ester 
• 1439991-01-1 (3R,4R)-3-azido-4-(benzyloxy)azepane 

Relevant academic research and scientific papers

Conformational regulation of substituted azepanes through selective monofluorination

Substituted azepanes are common bioactive epitopes with flexible ring structures. The conformational effects of monofluorination in model azepane rings were investigated by 1H NMR spectroscopy and computational modelling. A single fluorine atom, installed diastereoselectively, was found to bias the azepane ring to one major conformation for one diastereomer. The Royal Society of Chemistry 2013.

An efficient approach for the synthesis of the hexahydroazepine segment of balanol

An efficient approach for the synthesis of the hexahydroazepine segment of balanol is described in seven steps in a highly stereoselective manner starting from (S)-2,3-O-isopropylidine glyceraldehyde.

Total synthesis of enantiomerically pure (-)-Balanol

The total synthesis of enantiomerically pure (-)-Balanol (1), using tri-O-acetyl-D-glucal as a chiral template for the central azepane fragment is described.