23523-94-6

Basic information

• Product Name: 1-Methoxy-9H-carbazole-3-carboxylic acid methyl ester
• Synonyms: 1-Methoxy-9H-carbazole-3-carboxylic acid methyl ester;Mukonine
• CAS NO: 23523-94-6
• Molecular Formula: C₁₅H₁₃NO₃
• Molecular Weight: 255.27
• Mol File: 23523-94-6.mol
• Article Data: 26

Chemical Properties

• Melting Point: 195-197 °C
• Boiling Point: 459.9±25.0 °C(Predicted)
• Appearance: /
• Density: 1.290±0.06 g/cm3(Predicted)
• PKA: 16.47±0.30(Predicted)
• CAS DataBase Reference: 1-Methoxy-9H-carbazole-3-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methoxy-9H-carbazole-3-carboxylic acid methyl ester(23523-94-6)
• EPA Substance Registry System: 1-Methoxy-9H-carbazole-3-carboxylic acid methyl ester(23523-94-6)

Safety Data

• Hazardous Substances Data: 23523-94-6(Hazardous Substances Data)

Usage

Ester derivative

1-methoxy-9H-carbazole-3-carboxylic acid The compound is derived from 1-methoxy-9H-carbazole-3-carboxylic acid by the addition of an ester functional group.

Carbazole derivative

This indicates that the compound is based on the carbazole structure, which is a heterocyclic aromatic compound with potential applications in various industries.

Pharmaceutical production

Building block in the synthesis of organic compounds The chemical is used as a starting material or intermediate in the production of pharmaceuticals, helping to create more complex organic molecules.

Potential applications

Medicine (development of new drugs) 1-Methoxy-9H-carbazole-3-carboxylic acid methyl ester may be used in the creation of new therapeutic drugs for various medical purposes.

Research and development

Chemical industry (new materials and compounds) The compound may also be used as a research tool or in the development of novel materials and compounds within the chemical industry.

Diverse potential applications

This highlights the versatility of 1-Methoxy-9H-carbazole-3-carboxylic acid methyl ester, making it a valuable chemical across different fields.

Upstream product

• 192810-12-1 3-bromo-5-hydroxy-benzoic acid methyl ester 
• 796061-07-9 4-methyl-N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide 
• 1384528-08-8 C₂₂H₁₉NO₅S 
• 889654-06-2 3-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid methyl ester 
• 56709-70-7 3-bromo-5-methoxy-benzoic acid methyl ester 
• 140472-69-1 3-bromo-5-hydroxy-benzoic acid 
• 762292-57-9 4-amino-3-bromo-5-methoxy-benzoic acid methyl ester 
• 930-68-7 cyclohexenone 
• 33948-36-6 2-iodocyclohex-2-en-1-one 
• 182261-83-2 methyl 1-hydroxy-9H-carbazole-3-carboxylate 
• 74-88-4 methyl iodide 
• 1236299-40-3 dimethyl 1-hydroxy-9H-carbazole-2,3-dicarboxylate 
• 878289-48-6 1,4-dihydro-4-(phenylmethyl)-3H-furo[3,4-b]indol-3-one 
• 108-86-1 bromobenzene 

Downstream Products

• 4532-33-6 1-methoxy-3-methylcarbazole 
• 1384528-09-9 C₂₁H₁₉NO₄S 
• 1384528-10-2 3-chloromethyl-1-methoxy-9-tosyl-9H-carbazole 
• 1384528-08-8 C₂₂H₁₉NO₅S 
• 723-97-7 murrayanine 
• 14960-81-7 1-hydroxy-3-methyl-9H-carbazole 
• 3889-89-2 mukoeic acid 
• 89368-89-8 1-methoxy-9-[(1-methoxycarbazol-3-yl)-methyl]-3-methylcarbazole 
• 1397693-64-9 C₃₆H₃₀N₂O₆S 
• 1397693-62-7 C₂₂H₁₈BrNO₅S 

Relevant articles and documents

Transition metals in organic synthesis. Part 108: First total synthesis of ekeberginine

Using a palladium(II)-catalyzed oxidative cyclization and a regioselective nickel-mediated prenylation as key steps, the first total synthesis of the 1-oxygenated carbazole alkaloid ekeberginine has been achieved in six steps and in 63% overall yield.

First total synthesis of murrastifoline B and an improved route to murrastifoline F

We report the first total synthesis of murrastifoline B and an improved route to murrastifoline F using a twofold palladium-catalyzed Buchwald-Hartwig amination as key step. The monomeric carbazole and the biaryl precursor are also prepared via palladium-

Synthesis of mukonine and seven further 1-oxygenated carbazole alkaloids

As an intermediate in the synthesis of seven further 1-oxygenated 3- C1-substituted carbazole alkaloids, mukonine (1) was synthesized in 46% overall yield, starting from indole-3-carbaldehyde (12) with a Horner-Emmons reaction as the crucial st

A new two step route to 1-hydroxy-9H-3-carbazolecarboxylic acid derivatives from 3-formylindole. Application to the synthesis of mukonine

Carbazole alkaloid mukonine 6b was prepared from 3-formylindole in three steps (32% overall yield). The key step was the base-promoted cyclization of a mixed anhydride of mono ester mono acid 5.

Palladium-Catalyzed Regioselective Synthesis of 1-Hydroxycarbazoles Under Aerobic Conditions

A palladium-catalyzed aerobic C?H amidation of N-Ts-2-amino-3′-hydroxylbiaryls has been developed to afford a diverse range of 1-hydroxycarbazoles with high regioselectivity and efficiency. This protocol benefits from operational simplicity, robustness, a

Palladium-Catalyzed Formal [4+2] Cycloaddition of Benzoic and Acrylic Acids with 1,3-Dienes via C—H Bond Activation: Efficient Access to 3,4-Dihydroisocoumarin and 5,6-Dihydrocoumalins

We report a palladium-catalyzed formal intermolecular [4+2] cycloaddition of benzoic and acrylic acids with 1,3-dienes including the stock chemicals 1,3-butadiene and isoprene leading to synthetically useful 3,4-dihydroisocoumarins and 5,6-dihydrocoumalins. Stepwise C—H bond cleavage and annulation are likely involved in the reaction pathway. The synthetic potential of the methodology was demonstrated by two short derivatizations and total synthesis of natural product Clausamine B.

Synthesis of Methylene-Bridged Biscarbazole Alkaloids by using an Ullmann-type Coupling: First Total Synthesis of Murrastifoline-C and Murrafoline-E

We describe the total synthesis of methylene-bridged biscarbazole alkaloids by using a late-stage Ullmann-type coupling of fully functionalised carbazole subunits. The carbazole derivatives were synthesised via a sequence of palladium(0)- and palladium(II