75139-38-7

Usage

Uses

Used in Pharmaceutical Industry:
Carbazomycin B is used as an antibiotic agent for its antimicrobial properties. It is effective against a range of bacteria, making it a valuable compound in the development of new antibiotics to combat bacterial infections.
Used in Research and Development:
Carbazomycin B serves as a crucial compound in the field of research and development, particularly in the study of antibiotic mechanisms and the development of novel antimicrobial agents. Its unique structure and properties make it an interesting subject for further investigation and potential applications in medicine.
Used in Agricultural Industry:
In the agricultural industry, carbazomycin B can be utilized as a biopesticide to control bacterial infections in crops, thereby improving crop yield and quality. Its application in this field can contribute to more sustainable and environmentally friendly agricultural practices.
Used in Cosmetics Industry:
Due to its antimicrobial properties, carbazomycin B can also be used in the cosmetics industry as a preservative to extend the shelf life of products and maintain their safety and efficacy. This application can help reduce the reliance on synthetic preservatives and promote the development of more natural and eco-friendly cosmetic products.

InChI:InChI=1/C15H15NO2/c1-8-9(2)15(18-3)14(17)12-10-6-4-5-7-11(10)16-13(8)12/h4-7,16-17H,1-3H3

Upstream product

• 147623-20-9 5-amino-2-methoxy-3,4-dimethylphenyl acetate 
• 123719-43-7 tert-butyl 4-bromo-3-methoxy-1,2-dimethyl-9H-carbazole-9-carboxylate 
• 123719-42-6 3-Methoxy-1,2-dimethyl-carbazole-9-carboxylic acid tert-butyl ester 
• 123719-39-1 ethyl 1-methyl-3-trimethylsilyl-9H-carbazole-2-carboxylate 
• 123719-40-4 1,2-dimethyl-3-trimethylsilyl-9H-carbazole 
• 76306-35-9 3-methoxy-1,2-dimethyl-9H-carbazole 
• 118538-97-9 3-hydroxy-1,2-dimethyl-9H-carbazole 
• 147623-25-4 N-<2-Bromo-4-methoxy-5,6-dimethyl-3-(phenylmethoxy)phenyl>-N-(2-cyclohexenyl)-4-methylbenzenesulfonamide 
• 147623-23-2 Acetic acid 2-bromo-3-[cyclohex-2-enyl-(toluene-4-sulfonyl)-amino]-6-methoxy-4,5-dimethyl-phenyl ester 
• 147623-24-3 N-(2-Bromo-3-hydroxy-4-methoxy-5,6-dimethyl-phenyl)-N-cyclohex-2-enyl-4-methyl-benzenesulfonamide 
• 147623-22-1 Acetic acid 2-bromo-6-methoxy-4,5-dimethyl-3-(toluene-4-sulfonylamino)-phenyl ester 
• 1165952-91-9 cyclohexa-1,3-diene 
• 125771-79-1 5-amino-2-methoxy-3,4-dimethylphenol 
• 175478-38-3 4-ethoxycarbonyloxy-3-methoxy-carbazole-1,2,9-tricarboxylic acid 9-ethyl ester 1,2-dimethyl ester 

Downstream Products

• 75139-39-8 carbazomycin A 

Related news

Synthesis of carbazomycin B (cas 75139-38-7) by radical arylation of benzene07/12/2019

Iodination of 2-methoxy-3,4-dimethyl-5-nitrophenol followed by acetylation yields (6-iodo-2-methoxy-3,4-dimethyl-5-nitrophenyl) acetate. Reduction with iron and acetic acid followed by reaction with methyl chloroformate then provides N-methoxycarbonyl-3-acetoxy-2-iodo-4-methoxy-5,6-dimethylanili...detailed

Relevant academic research and scientific papers

Diels-Alder reactions of (Z)-ethyl 3-[(1-ethoxycarbonyloxy-2-methoxy)ethenyl]-2-(ethoxycarbonyloxy)indole -1-carboxylate. Synthesis of the carbazole alkaloid carbazomycin B

Diels-Alder reactions of the title 3-vinylindole 2 with N-phenylmaleimide, maleimide, DEAD and DMAD are described. From Compound 10, obtained from 2 and DMAD, Carbazomycin B (1) was prepared.

Total synthesis of carbazomycins A and B

Total syntheses of carbazomycins A and B were demonstrated using a ytterbium-catalyzed Diels-Alder reaction with (silyloxyvinyl)indole as a diene. The densely substituted benzene ring of the target compound was successfully constructed by functionalization of a hydrocarbazolone intermediate and subsequent aromatization using N-bromosuccinimide.

Synthesis of carbazomycin B by radical arylation of benzene

Iodination of 2-methoxy-3,4-dimethyl-5-nitrophenol followed by acetylation yields (6-iodo-2-methoxy-3,4-dimethyl-5-nitrophenyl) acetate. Reduction with iron and acetic acid followed by reaction with methyl chloroformate then provides N-methoxycarbonyl-3-acetoxy-2-iodo-4-methoxy-5,6-dimethylaniline. Treatment of this substance in benzene at reflux with tributyltin hydride and a catalytic quantity of diphenyl diselenide leads to the formation of N-methoxycarbonyl-3-acetoxy-2-(2,5-cyclohexadienyl)-4-methoxy-5, 6-dimethylaniline which on exposure to phenylselenenyl bromide affords a phenylselenenyl tetrahydrocarbazole. Oxidation deselenation and rearomatization are achieved by heating with tert-butylhydroperoxide finally affording carbazomycin B after saponification.

Transition metal complexes in organic synthesis, part 54.1 Improved total syntheses of the antibiotic alkaloids carbazomycin A and B

Considerably improved total syntheses of the carbazole antibiotics carbazomycin A and B are reported using a convergent iron-mediated one-pot construction of the carbazole framework by oxidative cyclization in the air.

Synthesis of the Carbazole Alkaloids Carbazomycin A and B and Hyellazole

The first synthesis of carbazomycins A and B (1) is described; the route involves Diels-Alder reaction of 1-methylpyranoindol-3-one with ethyl 3-trimethylsilylpropynoate followed by functional group interconversions; the marine alkaloid hyellazole