50439-68-4

Basic information

• Product Name: Dihydrocorynantheine
• Synonyms: Dihydrocorynantheine;(16E)-16,17-Didehydro-17-methoxycorynan-16-carboxylic acid methyl ester
• CAS NO: 50439-68-4
• Molecular Formula: C22H28N2O3
• Molecular Weight: 368.4693
• Mol File: 50439-68-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 531.7°Cat760mmHg
• Flash Point: 275.4°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 2.18E-11mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: Dihydrocorynantheine(CAS DataBase Reference)
• NIST Chemistry Reference: Dihydrocorynantheine(50439-68-4)
• EPA Substance Registry System: Dihydrocorynantheine(50439-68-4)

Safety Data

• Hazardous Substances Data: 50439-68-4(Hazardous Substances Data)

Usage

Description

The empirical formula for this alkaloid should read C22H28N203.

InChI:InChI=1/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3/b18-13+/t14-,17-,20-/m0/s1

Upstream product

• 186581-53-3 diazomethane 
• 77-78-1 dimethyl sulfate 
• 1395097-38-7 C₁₈H₂₂N₂O₃ 
• 1395097-37-6 C₂₄H₂₅N₃O₇S 
• 913524-95-5 C₂₂H₂₁N₃O₆S 
• 1395097-36-5 C₂₇H₂₉N₃O₈S 
• 1395097-35-4 C₂₀H₁₉N₃O₆S 
• 19005-93-7 1H-indol-2-ylcarboxaldehyde 
• 26076-15-3 2-((2R,3S,12bS)-3-Ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-3-oxo-propionic acid methyl ester 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 86980-97-4 1,4,6,7,12,12b-Hexahydroindolo<2,3-a>chinolizin-3-carbonsaeure-ethylester 
• 60339-88-0 rac-19-oxo-(15βH)-17-nor-coryn-20-ene-16,16-dicarboxylic acid dimethyl ester 
• 91034-23-0 2-((1R,5S)-5-Ethyl-3-hydroxy-2-methoxycarbonyl-4-oxo-cyclopent-2-enyl)-malonic acid dimethyl ester 
• 93630-84-3 2-((1S,2S)-2-Ethyl-3,4-dihydroxy-5-methoxycarbonyl-cyclopentyl)-malonic acid dimethyl ester 

Relevant articles and documents

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Total synthesis of (±)-hirsutine: Application of phosphine-catalyzed imine-allene [4 + 2] annulation

The total synthesis of the indole alkaloid hirsutine has been achieved, with a key step being the application of our phosphine-catalyzed [4 + 2] annulation of an imine with ethyl α-methylallenoate. From commercially available indole-2-carboxaldehyde, the target was synthesized in 14 steps and 6.7% overall yield.

Preparation of (±)-hirsutine and (±)-3-isocorynantheidine

Preparation of indole alkaloids (±)-hirsutine (1) and (±)-3- isocorynantheidine (2) is described.