263889-20-9

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 263889-19-6 (2S,3R)-1-allylamino-3-benzyloxy-pent-4-en-2-ol 
• 102490-00-6 (2S,3R)-1,2-epoxy-4-penten-3-ol 
• 922-65-6 divinylcarbinol 
• 110009-21-7 (S)-2-((R)-1-benzyloxy-allyl)-oxirane 
• 100-39-0 benzyl bromide 

Downstream Products

• 263889-21-0 (3S,4R)-4-benzyloxy-3-hydroxy-2,3,4,7-tetrahydroazepine-1-carboxylic acid tert-butyl ester 
• 263889-23-2 (3R,4R)-3-azido-4-benzyloxy-2,3,4,7-tetrahydroazepine-1-carboxylic acid tert-butyl ester 
• 1417557-61-9 (3R,4S,5R)-3-azido-4-benzyloxy-5-hydroxyazepane-1-carboxylic acid tert-butyl ester 
• 1417557-67-5 (3R,4R,6S)-3-azido-4-benzyloxy-6-hydroxyazepane-1-carboxylic acid tert-butyl ester 
• 1417557-62-0 (3R,4S,5R)-3-Azido-4-benzyloxyazepane-5-ol 
• 1417557-69-7 (3R,4S,5S)-3-azido-4-benzyloxyazepane-5-ol 
• 1417557-70-0 (3R,4R,6S)-3-azido-4-benzyloxyazepane-6-ol 
• 1417557-71-1 (3R,4R,6R)-3-azido-4-benzyloxyazepane-6-ol 
• 1417557-72-2 (3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane-1-carboxylic acid tert-butyl ester 
• 1417557-63-1 (3R,4S,5S)-3-azido-4-benzyloxy-5-fluoroazepane-1-carboxylic acid-tert-butyl ester 
• 1417557-64-2 (3R,4S,5S)-3-azido-4-benzyloxy-5-fluoroazepane 
• 1417557-74-4 (3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane 
• 1417557-75-5 (3R,4R,6R)-3-Azido-4-benzyloxy-6-fluoroazepane 
• 1417557-65-3 (3R,4R)-4-benzyloxy-3-fluoro-2,3,4,7-tetrahydroazepine-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Diastereospecific fluorination of substituted azepanes

Fluorination of bioactive compounds is an important step in drug discovery and development. Fluorination has been extensively studied in acyclic systems, carbocycles, and fused heterocycles. However, there is no report on fluorination of azepanes. As azep

Formal Total Synthesis of (-)-Balanol: Concise Approach to the Hexahydroazepine Segment Based on RCM

A concise synthesis of the hexahydroazepine moiety 13 of (-)-balanol 1 is described that comprises only eight steps and is distinctly shorter than all previous reported approaches to this particular compound. Sharpless epoxidation of divinylcarbinol 4 and ring closing alkene metathesis (RCM) reaction for the formation of the heterocyclic scaffold 9 constitute the key transformations of this sequence. The latter reaction is best achieved with catalytic amounts of the ruthenium indenylidene complex 18 recently reported. Furthermore, it is demonstrated that RCM can be successfully carried out even in the presence of an azido function provided that Schrock's molybdenum alkylidene complex Mo(=NAr)(=CHCMe2Ph)[OC(Me)(CF3)2]2 (Ar = 2,6-diisopropylphenyl) is used as precatalyst.