71582-54-2

Basic information

• Product Name: 4-(dimethylamino)-3,5,8,10-tetrahydroxy-6,13-dimethyl-3,4,5,6,9a,13-hexahydro-2H-2,6-epoxytetraceno[1,2-b]oxocine-9,16-dione
• CAS NO: 71582-54-2
• Molecular Formula: C₂₇H₂₇NO₈
• Molecular Weight: 493.5052
• Mol File: 71582-54-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 872.4°C at 760 mmHg
• Flash Point: 481.4°C
• Density: 1.56g/cm³
• Vapor Pressure: 1.59E-32mmHg at 25°C
• Refractive Index: 1.733
• CAS DataBase Reference: 4-(dimethylamino)-3,5,8,10-tetrahydroxy-6,13-dimethyl-3,4,5,6,9a,13-hexahydro-2H-2,6-epoxytetraceno[1,2-b]oxocine-9,16-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(dimethylamino)-3,5,8,10-tetrahydroxy-6,13-dimethyl-3,4,5,6,9a,13-hexahydro-2H-2,6-epoxytetraceno[1,2-b]oxocine-9,16-dione(71582-54-2)
• EPA Substance Registry System: 4-(dimethylamino)-3,5,8,10-tetrahydroxy-6,13-dimethyl-3,4,5,6,9a,13-hexahydro-2H-2,6-epoxytetraceno[1,2-b]oxocine-9,16-dione(71582-54-2)

Safety Data

• Hazardous Substances Data: 71582-54-2(Hazardous Substances Data)

Upstream product

• 105827-64-3 (+)-2',4'-di-O-acetyl-7,8-dihydronogarene 
• 105827-62-1 4-bis(trimethylsilyloxy)methylene-1-methyl-3-methylene-1-cyclohexene 
• 105827-63-2 2,6-dimethyl-1,3-cyclohexadiene-1-carboxylic acid 
• 120143-13-7 (2R,3R,4S,5S)-(-)-6-(tert-butyldimethylsilyloxy)-4-(N-methoxycarbonyl-N-methylamino)-3,5-bis(methoxymethyloxy)-2-(1,4,5,8-tetramethoxy-2-naphthalenyl)-2-hexanol 
• 105827-52-9 (2R,3R,4R,5S,6R)-(-)-4-(N-methoxycarbonyl-N-methylamino)-3,5,6-tris(methoxymethyloxy)-2-methyl-2-(1,4,5,8-tetramethoxy-2-naphthalenyl)tetrahydropyran 
• 105827-59-6 (2R,3S,4R,5R,6R)-(+)-3,5-diacetoxy-4-dimethylamino-8-hydroxy-6-methyl-2,6-epoxy-3,4,5,6-tetrahydro-2H-naphthaleno<1,2-b>oxocine-9,12-dione 
• 97989-85-0 (2S,3S,4R)-(-)-1-(tert-butyldimethylsilyloxy)-3-(N-methoxycarbonyl-N-methylamino)-2,4-bis(methoxymethyloxy)-5-hexanone 
• 10075-68-0 1,4,5,8-tetramethoxynaphthalene 
• 105827-65-4 (+)-2',4'-di-O-acetylnogarene 
• 30021-64-8 ethyl 2,6-dimethyl-1,3-cyclohexadiene-1-carboxylate 
• 105827-49-4 (3S,4R,5R,6R)-4-(N-methoxycarbonyl-N-methylamino)-3,5-bis(methoxymethyloxy)-6-methyl-6-(1,4,5,8-tetramethoxy-2-naphthalenyl)tetrahydro-2-pyranone 
• 105827-50-7 [(2R,3R,4R,5S,6R)-6-Hydroxy-3,5-bis-methoxymethoxy-2-methyl-2-(1,4,5,8-tetramethoxy-naphthalen-2-yl)-tetrahydro-pyran-4-yl]-methyl-carbamic acid methyl ester 
• 105827-50-7 (2R,3R,4R,5S,6S)-(+)-6-hydroxy-4-(N-methoxycarbonyl-N-methylamino)-3,5-bis(methoxymethyloxy)-2-methyl-2-(1,4,5,8-tetramethoxy-2-naphthalenyl)tetrahydropyran 
• 105827-48-3 (2S,3S,4R,5R)-(-)-3-(N-methoxycarbonyl-N-methylamino)-2,4-bis(methoxymethyloxy)-5-(1,4,5,8-tetramethoxy-2-naphthalenyl)-1,5-hexanediol 

Relevant articles and documents

SYNTHETIC STUDIES ON NOGALAMYCIN CONGENERS ; TOTAL SYNTHESES OF (+)-NOGARENE, (+)-7-DEOXYNOGAROL, AND (+)-7-CON-O-METHYLNOGAROL

According to the retrosynthetic perspective, the title total syntheses were accomplished by employing the regioselective Diels-Alder reactions of the (+)-naphthoquinone (5), the CDEF-ring system of nogalamycin congeners, with various structural types of dienes (8, 16, and 26).The highly functionalized dienes (16 and 26) incorporating all the functionalities present in the A-rings of (+)-7-deoxynogarol (3) and (+)-7-con-O-methylnogarol (2), were prepared efficiently by way of the 1,4-cyclohexadiene and 2-cyclohexanone derivatives (6 and 21), respectively.Reaction mechanism of the key Diels-Alder reaction was also discussed in terms of its stereoselectivity.