94129-85-8

Basic information

• Product Name: antibiotic G 2N
• Synonyms: antibiotic G 2N
• CAS NO: 94129-85-8
• Molecular Formula: C23H16O6
• Molecular Weight: 388.36954
• Mol File: 94129-85-8.mol

Chemical Properties

• Boiling Point: 737.1°Cat760mmHg
• Flash Point: 413.5°C
• Appearance: /
• Density: 1.58g/cm³
• Vapor Pressure: 1.82E-22mmHg at 25°C
• Refractive Index: 1.78
• CAS DataBase Reference: antibiotic G 2N(CAS DataBase Reference)
• NIST Chemistry Reference: antibiotic G 2N(94129-85-8)
• EPA Substance Registry System: antibiotic G 2N(94129-85-8)

Safety Data

• Hazardous Substances Data: 94129-85-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C23H16O6/c1-9-4-10-2-3-12-13(18(10)16(25)5-9)8-15-20(22(12)28)23(29)19-14(21(15)27)6-11(24)7-17(19)26/h4-8,24-26,28H,2-3H2,1H3

Upstream product

• 149913-04-2 1,7,9,11-Tetramethoxy-3-methyl-8,13-dioxo-5,6,8,13-tetrahydro-benzo[a]naphthacene-2-carboxylic acid methyl ester 
• 74590-73-1 1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene 
• 94129-75-6 G-2A 
• 254429-32-8 1-ethoxy-3,8-dihydroxy-6-methoxy-2-methyl-9,10-anthraquinone 
• 254429-22-6 3,8-bis(2,2-dimethylpropionyloxy)-1-ethoxy-6-methoxy-2-methyl-9,10-anthraquinone 
• 149913-01-9 Trifluoro-methanesulfonic acid 5-methyl-4-oxo-2-phenyl-2-o-tolyl-7-[2-(1,6,8-trimethoxy-9,10-dioxo-3-trifluoromethanesulfonyloxy-9,10-dihydro-anthracen-2-yl)-ethyl]-4H-benzo[1,3]dioxin-8-yl ester 
• 149913-02-0 2-Methoxy-6-methyl-3-trifluoromethanesulfonyloxy-4-[2-(1,6,8-trimethoxy-9,10-dioxo-3-trifluoromethanesulfonyloxy-9,10-dihydro-anthracen-2-yl)-ethyl]-benzoic acid methyl ester 
• 149913-08-6 2-Hydroxy-6-methyl-3-trifluoromethanesulfonyloxy-4-[2-(1,6,8-trimethoxy-9,10-dioxo-3-trifluoromethanesulfonyloxy-9,10-dihydro-anthracen-2-yl)-ethyl]-benzoic acid methyl ester 
• 149912-93-6 Trifluoro-methanesulfonic acid 3-(1-bromo-ethyl)-4,5,7-trimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl ester 
• 149912-92-5 Trifluoro-methanesulfonic acid 3-ethyl-4,5,7-trimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl ester 
• 149912-94-7 Trifluoro-methanesulfonic acid 4,5,7-trimethoxy-9,10-dioxo-3-vinyl-9,10-dihydro-anthracen-2-yl ester 
• 254429-24-8 methyl 2-[3,8-bis(2,2-dimethylpropionyloxy)-1-ethoxy-6-methoxy-9,10-dihydroanthracene-2-ylmethyl]-4-(2-methyl[1,3]dioxolan-2-yl)-3-oxobutanoate 
• 254429-28-2 methyl 4-{4-ethoxy-5-hydroxy-7-methoxy-3-[4-(2-methyl[1,3]dioxolan-2-yl)-3-oxobutyl]-9,10-dioxo-9,10-dihydroanthracene-2-yl}-3-methoxybut-2-enoate 
• 254429-26-0 1-ethoxy-8-hydroxy-6-methoxy-2-[4-(2-methyl[1,3]dioxolan-2-yl)-3-oxobutyl]-3-(trifluoromethanesulfonyloxy)-9,10-anthraquinone 

Relevant articles and documents

Efficient biomimetic-type synthesis of the benzo[a]naphthacenequinone antibiotics G-2A and G-2N

Trioxo ester 15 was prepared by attachment of two vicinal C4 and C-6 ketide side chains on the anthraquinone core (6b). Mild base treatment of 15 initiated successive aldol condensations to produce the benzo[a]naphthacenequinone 16 regioselectively in one operation. Deprotection of 16 afforded the antibiotic G-2A (1) and decarboxylation of 1 lead to G-2N (2).

Direct synthesis of G-2N

The synthesis of angularly fused quinone natural products has been achieved using a photoenolization reaction and a Diels-Alder reaction in the key carbon-carbon bond forming steps.