59656-84-7

Basic information

• Product Name: (3alpha,14alpha,16alpha)-14,15-dihydroeburnamenine-14-carboxamide
• CAS NO: 59656-84-7
• Molecular Formula: C₂₀H₂₅N₃O
• Molecular Weight: 323.432
• Mol File: 59656-84-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 565.1°C at 760 mmHg
• Flash Point: 295.6°C
• Density: 1.39g/cm³
• Vapor Pressure: 8.58E-13mmHg at 25°C
• Refractive Index: 1.733
• CAS DataBase Reference: (3alpha,14alpha,16alpha)-14,15-dihydroeburnamenine-14-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: (3alpha,14alpha,16alpha)-14,15-dihydroeburnamenine-14-carboxamide(59656-84-7)
• EPA Substance Registry System: (3alpha,14alpha,16alpha)-14,15-dihydroeburnamenine-14-carboxamide(59656-84-7)

Safety Data

• Hazardous Substances Data: 59656-84-7(Hazardous Substances Data)

Upstream product

• 59656-84-7 (10R,11aR,11bR)-11a-Ethyl-2,3,4,5,10,11,11a,11b-octahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid amide 
• 59639-59-7 (10S,11aR,11bR)-11a-Ethyl-2,3,4,5,10,11,11a,11b-octahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carbonitrile 
• 59639-59-7 (+/-)-eburnane-16β-carbonitrile 
• 59639-59-7 (10R,11aS,11bR)-11a-Ethyl-2,3,4,5,10,11,11a,11b-octahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carbonitrile 
• 186581-53-3 diazomethane 

Downstream Products

• 59656-84-7 eburnane-16α-carboxamide 
• 21019-23-8 deoxyvincamine 

Relevant articles and documents

SYNTHESIS OF STEREOISOMERIC VINCAMINES

The synthesis of (+/-)-vincamine (I), (+/-)-16-epi-vincamine (XVIII) and (+/-)-16-epi-21-epivincamine (XVII) from 1-ethyl-2,3,4,6,7,12-hexahydroindoloquinolizine (IV) and 2-chloroacrylonitrile is described.It is characterized by a novel method of oxidation of the key intermediates, (+/-)-deoxyvincamine (II) and (+/-)-16-epi-21-epi-deoxyvincamine (XIII) with oxodiperoxymolybdenum (pyridine) (hexamethylphosphoric triamide).The deoxy derivatives II and XIII were prepared by direct or stepwise acid or alkaline hydrolysis od stereoisomeric (+/-)-eburnane-16-carbonitriles IX-XII, obtained by reduction of the primary immonium salt V, and subsequent esterification.In some cases, the hydrolysis is accompanied by epimerization at C(16).