174320-11-7

Basic information

• Product Name: 1,5,9,13-Tetraazacycloheptadecan-6-one, 8-phenyl-
• CAS NO: 174320-11-7
• Molecular Formula: C19H32N4O
• Molecular Weight: 332.489
• Mol File: 174320-11-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,5,9,13-Tetraazacycloheptadecan-6-one, 8-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5,9,13-Tetraazacycloheptadecan-6-one, 8-phenyl-(174320-11-7)
• EPA Substance Registry System: 1,5,9,13-Tetraazacycloheptadecan-6-one, 8-phenyl-(174320-11-7)

Safety Data

• Hazardous Substances Data: 174320-11-7(Hazardous Substances Data)

Upstream product

• 2216-94-6 phenylpropynoic acid ethyl ester 
• 71-44-3 Spermine 
• 102-92-1 Cinnamoyl chloride 
• 174320-09-3 ethyl (+/-)-3-{[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]amino}-3-phenylpropanoate 

Downstream Products

• 12651-38-6 (+/-)-verbaskine 
• 174393-34-1 (+/-)-verbacine 
• 87554-71-0 (+/-)-Verbascenine 
• 249739-48-8 (+/-)-9-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-2-phenyl-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one 
• 249739-49-9 (+/-)-9-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]-2-phenyl-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one 
• 247079-00-1 (+/-)-1-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-8-phenyl-1,5,9,13-tetraazacycloheptadecan-6-one 
• 223488-17-3 (+/-)-2-phenyl-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one 

Relevant articles and documents

Lithium and proton templated ω-polyazamacrolactamization, new general routes to macrocyclic polyamines

A general, lithium templated/catalyzed ω-polyazamacrolactamization method for the synthesis of macrocyclic polyamines including spermidine and spermine alkaloids is presented. The formation of 12-, 13-, 16-, 17-, and 19-membered N3, N4, N5, and N6 containing rings is described. A proton templated/catalyzed macrolactamization of some ω-polyazaaminoesters is also observed.

Metal-Templated Macrolactamization of Triamino and Tetramino Esters. Facile Synthesis of Macrocyclic Spermidine and Spermine Alkaloids, (S)-(+)-Dihydroperiphylline, (±)-Buchnerine, (±)-Verbacine, (±)-Verbaskine, and (±)-Verbascenine

The total synthesis of spermidine and spermine alkaloids. (S)-(+)-dihydroperiphylline (1), (±)-buchnerine (2), (±)-verbacine (3), (±)-verbaskine (4), and (±)-verbascenine (5), is described. The construction of macrocyclic lactams has been efficiently accomplished by the metal-templated cyclization of triamino esters and tetraamino esters. It was also found that the antimony(III) ethoxide is useful as an intermolecular amidation catalyst.