105561-05-5

Basic information

• Product Name: (3S,16R,14S)-14-deoxyvincamine
• CAS NO: 105561-05-5
• Molecular Weight: 338.45
• Mol File: 105561-05-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3S,16R,14S)-14-deoxyvincamine(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,16R,14S)-14-deoxyvincamine(105561-05-5)
• EPA Substance Registry System: (3S,16R,14S)-14-deoxyvincamine(105561-05-5)

Safety Data

• Hazardous Substances Data: 105561-05-5(Hazardous Substances Data)

Upstream product

• 59639-59-7 (+/-)-eburnane-16β-carbonitrile 
• 95464-02-1 (3R*,4S*,14R*,15R*,16S*)-14,15-dihydro-15-hydroxy-14-methoxycarbonyleburnamenine 
• 55390-29-9 1-ethyl-2,3,4,6,7,12-hexahydro-indolo(2,3-a)quinolizinium perchlorate 
• 106498-98-0 (1R*,5R*,12bR*)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-methanol 
• 68796-67-8 1-propyl-4,9-dihydro-3H-pyrido<3,4-b>indole 
• 4880-92-6 (+/-)-apovincamine 
• 186581-53-3 diazomethane 
• 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 (10R,11aS,11bR)-11a-Ethyl-2,3,4,5,10,11,11a,11b-octahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carbonitrile 
• 59639-59-7 (10S,11aS,11bR)-11a-Ethyl-2,3,4,5,10,11,11a,11b-octahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carbonitrile 
• 51152-47-7 (1R*,5S*,12bS*)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-carbaldehyde 
• 66685-08-3 1-ethyl-2,3,4,6,7,12-hexahydroindolo<2,3-a>quinolizin-4(1H)-one 
• 66685-13-0 4-(4,9-dihydro-3H-β-carbolin-1-yl)-hexanoic acid methyl ester 
• 169530-52-3 (1R*,5R*,12bR*)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-carbaldehyde 

Downstream Products

• 105500-12-7 (-)-3S,16R,14R-14,15-dihydro-14-hydroxymethyl-eburnamenine 

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).