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Bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]-2,4-diphenylcyclobutan-1,3-dicarboxylat, stereoisomer

bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 2,4-diphenylcyclobutane-1,3-dicarboxylate, stereoisomer Struktur
490-17-5
CAS-Nr.
490-17-5
Bezeichnung:
Bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]-2,4-diphenylcyclobutan-1,3-dicarboxylat, stereoisomer
Englisch Name:
bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 2,4-diphenylcyclobutane-1,3-dicarboxylate, stereoisomer
Synonyma:
α-Truxilline;a-Truxilline;EINECS 207-707-5;2,4-Diphenyl-1,3-cyclobutanedicarboxylic acid bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] ester;bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 2,4-diphenylcyclobutane-1,3-dicarboxylate, stereoisomer;bis[(1R,2R,3S,5S)-2-methoxycarbonyl-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2,4-di(phenyl)cyclobutane-1,3-dicarboxylate;2,4-di(phenyl)cyclobutane-1,3-dicarboxylic acid bis[(1R,2R,3S,5S)-2-carbomethoxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] ester;bis[(1R,2R,3S,5S)-2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl](1r,2c,3t,4t)-2,4-diphenylcyclobutane-1,3-dicarboxylate(α-truxilline)
CBNumber:
CB8913001
Summenformel:
C38H46N2O8
Molgewicht:
658.78
MOL-Datei:
490-17-5.mol

Bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]-2,4-diphenylcyclobutan-1,3-dicarboxylat, stereoisomer Eigenschaften

Schmelzpunkt:
80°C
L?slichkeit
Chloroform (Slightly), DMSO (Slightly)
Aggregatzustand
Solid
Farbe
Off-White to Pale Yellow
EPA chemische Informationen
1,3-Cyclobutanedicarboxylic acid, 2,4-diphenyl-, bis[(1R,2R,3S,5S)-2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] ester, (1.alpha.,2.alpha.,3.beta.,4.beta.)- (490-17-5)

Sicherheit

Bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]-2,4-diphenylcyclobutan-1,3-dicarboxylat, stereoisomer Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

From the leaves of Erythroxylon truxillense Rusby, Hesse isolated an amorphous alkaloid which he designated Cocamine. This was subsequently shown by Liebermann to be a mixture of two isomeric bases and, although the pure alkaloids have not yet been obtained from the alkaloidal mixture owing to difficulties in their separation, each has been prepared synthetically. This particular alkaloid is an amorphous white powder which is soluble in all organic solvents except light petroleum and also insoluble in H20. Solutions of the base are alllaevorotatory and have an intensely bitter taste. Acid hydrolysis with dilute HCl yields MeOH, (-)-ecgonine and Q-truxillic acid, m.p. 228°C. The alkaloid is synthesized by the action of α-truxillic anhydride on (-)-ecgonine followed by methylation of the resulting α-truxilloylecgonine.

Einzelnachweise

Hesse., Pharm. Zeit., 407,668 (1887)
Liebermann., Ber., 21,2342 (1888)
Hesse., ibid, 22, 665 (1889)
Liebermann, Drory., ibid, 22,682 (1889)

Bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]-2,4-diphenylcyclobutan-1,3-dicarboxylat, stereoisomer Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]-2,4-diphenylcyclobutan-1,3-dicarboxylat, stereoisomer Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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  • a-Truxilline
  • bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 2,4-diphenylcyclobutane-1,3-dicarboxylate, stereoisomer
  • EINECS 207-707-5
  • 2,4-Diphenyl-1,3-cyclobutanedicarboxylic acid bis[2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] ester
  • 2,4-di(phenyl)cyclobutane-1,3-dicarboxylic acid bis[(1R,2R,3S,5S)-2-carbomethoxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] ester
  • bis[(1R,2R,3S,5S)-2-methoxycarbonyl-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2,4-di(phenyl)cyclobutane-1,3-dicarboxylate
  • α-Truxilline
  • bis[(1R,2R,3S,5S)-2-(methoxycarbonyl)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl](1r,2c,3t,4t)-2,4-diphenylcyclobutane-1,3-dicarboxylate(α-truxilline)
  • 490-17-5
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