28513-33-9

Basic information

• Product Name: 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano[3,2-a]carbazol-9-ol
• Synonyms: 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano[3,2-a]carbazol-9-ol;Kenigine;Koenigine
• CAS NO: 28513-33-9
• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.36
• Mol File: 28513-33-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 523.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.266±0.06 g/cm3(Predicted)
• PKA: 10.12±0.40(Predicted)
• CAS DataBase Reference: 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano[3,2-a]carbazol-9-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano[3,2-a]carbazol-9-ol(28513-33-9)
• EPA Substance Registry System: 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano[3,2-a]carbazol-9-ol(28513-33-9)

Safety Data

• Hazardous Substances Data: 28513-33-9(Hazardous Substances Data)

Usage

Description

The leaves of Murraya koenigii Spreng. yield this carbazole alkaloid. It contains one methoxyl, one hydroxyl and three methyl groups, two of the latter being gem dimethyls.

References

Narasimhan, Paradkar, Kelkar.,lnd. J. Chern., 8,473 (1970)

Upstream product

• 37942-01-1 5-bromo-2-methoxyphenol 

Relevant articles and documents

Synthesis of the Pyrano[3,2- a ]carbazole Alkaloids Koenine, Koenimbine, Koenigine, Koenigicine, and Structural Reassignment of Mukonicine

Using the palladium(II)-catalyzed oxidative cyclization of a diarylamine and the annulation of a dimethylpyran ring by Lewis acid promoted reaction with prenal as key steps, the total syntheses of the 6-oxygenated pyrano[3,2-a]carbazole alkaloids koenine and koenimbine, and of the 6,7-dioxygenated pyrano[3,2-a]carbazole alkaloids koenigine and koenigicine (koenimbidine, koenidine) were achieved. Moreover, these studies led to an improved synthetic route to the 2,6-dioxygenated carbazole alkaloid glycozolidol. Mukonicine, originally published as 6,8-dimethoxypyrano[3,2-a]carbazole, was found to be identical with koenigicine.