CH282611A - Process for the preparation of a peptide-like derivative of the lysergic acid series. - Google Patents

Process for the preparation of a peptide-like derivative of the lysergic acid series.

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Publication number
CH282611A
CH282611A CH282611DA CH282611A CH 282611 A CH282611 A CH 282611A CH 282611D A CH282611D A CH 282611DA CH 282611 A CH282611 A CH 282611A
Authority
CH
Switzerland
Prior art keywords
preparation
lysergic acid
peptide
derivative
glycyl
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Sandoz
Original Assignee
Ag Sandoz
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ag Sandoz filed Critical Ag Sandoz
Publication of CH282611A publication Critical patent/CH282611A/en

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Description

  

  Verfahren zur Darstellung eines     peptidartigen    Derivates der     Lysergsäure-Reihe.       Das vorliegende     Patentbetrifft    ein Verfahren  zur Darstellung von     Dihydro-d-lysergyl-glycyl-          l-leucin-methylester,welches    dadurch gekenn  zeichnet ist, dass man     Dihydro-d-lysergsäure-          azid    mit     Glycyl-l-leucin-methylester    konden  siert.  



  <I>Beispiel:</I>  1,0 g     Dihydro-d-lysergsäure-azid    und 1,0 g       Glycyl-I-leucin-methylester    werden     rn@teinan-          der    vermischt und durch Zugabe von 1,0     cm3     Methanol gelöst. Die Lösung lässt man 3 Stun  den bei     40     stehen.  



  Man entfärbt das Reaktionsprodukt durch  kurzes Aufkochen in Aceton mit wenig Aktiv  kohle und Filtration durch eine dünne Talk  schicht. Dann wird an einer Aluminiumoxyd  säule mit Aceton, das     11/o    Methanol enthält,  als Lösungsmittel     chromatographiert.    Man er  hält so 1,1 g     Dihydro-d-ly        sergyl-glycyl-1-leu-          cin-methylester,    der sich aus Aceton oder  Chloroform unter Verdünnen mit Äther um  kristallisieren lässt.

       Smp.    120      (korr.).       Bruttoformel     C25H3404N4          Ber.    C 66,04 H 7,55 N 12,31     1/o          Gef.    65,91 7,65 11,97  [a] D = -97  (c = 0,2 in     Pyridin).  



  Process for the preparation of a peptide-like derivative of the lysergic acid series. The present patent relates to a process for the preparation of dihydro-d-lysergyl-glycyl-l-leucine methyl ester, which is characterized in that dihydro-d-lysergic acid azide is condensed with glycyl-l-leucine methyl ester.



  <I> Example: </I> 1.0 g of dihydro-d-lysergic acid azide and 1.0 g of glycyl-I-leucine methyl ester are mixed together and dissolved by adding 1.0 cm3 of methanol. The solution is left to stand at 40 for 3 hours.



  The reaction product is decolorized by briefly boiling in acetone with a little activated carbon and filtering through a thin layer of talc. It is then chromatographed on an aluminum oxide column with acetone containing 11 / o methanol as the solvent. This gives 1.1 g of dihydro-d-ly sergyl-glycyl-1-leucine methyl ester, which can be crystallized from acetone or chloroform by diluting with ether.

       M.p. 120 (corr.). Gross formula C25H3404N4 calc. C 66.04 H 7.55 N 12.31 1 / o found 65.91 7.65 11.97 [a] D = -97 (c = 0.2 in pyridine).

Claims (1)

PATENTANSPRUCH Verfahren zur Darstellung von Dihydro-d- lysergyl-glycyl-l-leucin-methylester, dadurch gekennzeichnet, da.ss man Dihydro-d-lyserg- säure-azid mit. Glycyl-l-leucin-methylester kon densiert. PATENT CLAIM Process for the preparation of dihydro-d-lysergyl-glycyl-l-leucine methyl ester, characterized in that one has dihydro-d-lysergic acid azide with. Glycyl-l-leucine methyl ester condenses. Die neue Verbindung besitzt die Brutto formel C25H3404N4 und lässt sich aus Aceton oder einem Gemisch von Chloroform und Äther kristallisieren. Smp. 120 (korr.). [a] D = -97 (in Pyridin). Der Dihydro-d-lysergyl-glycyl-l-leucin-me- thylester soll als Zwischenprodukt zur Her stellung therapeutisch wirksamer Verbindun gen Verwendung finden. The new compound has the general formula C25H3404N4 and can be crystallized from acetone or a mixture of chloroform and ether. M.p. 120 (corr.). [a] D = -97 (in pyridine). The dihydro-d-lysergyl-glycyl-l-leucine methyl ester is intended to be used as an intermediate for the preparation of therapeutically effective compounds.
CH282611D 1948-09-17 1948-09-17 Process for the preparation of a peptide-like derivative of the lysergic acid series. CH282611A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH282611T 1948-09-17
CH269795T 1948-09-17

Publications (1)

Publication Number Publication Date
CH282611A true CH282611A (en) 1952-04-30

Family

ID=25731112

Family Applications (1)

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CH282611D CH282611A (en) 1948-09-17 1948-09-17 Process for the preparation of a peptide-like derivative of the lysergic acid series.

Country Status (1)

Country Link
CH (1) CH282611A (en)

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