CH282612A - 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
CH282612A
CH282612A CH282612DA CH282612A CH 282612 A CH282612 A CH 282612A CH 282612D A CH282612D A CH 282612DA CH 282612 A CH282612 A CH 282612A
Authority
CH
Switzerland
Prior art keywords
sep
preparation
lysergic acid
peptide
derivative
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 CH282612A publication Critical patent/CH282612A/en

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  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Description

  

  Verfahren zur     Darstellung    eines     peptidartigen    Derivates der     Lysergsäure-Reihe.       Das vorliegende Patent betrifft ein Verfahren  zur Darstellung von     Dihy        dro-d-ly        sergy        1-digly-          cy        1-gly        cin-methylester,    welches dadurch ge  kennzeichnet ist, dass man     Dihydro-d-lyserg-          i        säure-azid    mit     Diglycyl-glycin-methylester     kondensiert.  



  <I>Beispiel:</I>  1,0 g     Dihydro-d-lysergsäLire-azid    und 0,64 g       Diglycyl-glycin-methylester,    der in wenig Me  thanol gelöst wurde, werden vermischt und  hierauf der grösste Teil des Lösungsmittels  im Vakuum wieder abgedampft. Die zähe       :Fasse    hält man während 2 Stunden bei 40 .  



  Das Reaktionsprodukt. wird in wenig     AIe-          thanol    und Aceton gelöst, kurz mit wenig  Tierkohle aufgekocht und durch eine dünne       Aluminiumoxydschicht    filtriert. Das Filtrat.  wird im Vakuum bei 20  abgedampft und der  Rückstand in     Acetonlösung    an eine     Alumi-          i        niumoxydsäule    aufgezogen. Zuerst werden  Verunreinigungen mit.

   Aceton     herausgewa-          sehen    und dann das     Tripeptid    mit Aceton, das       21/o    Methanol enthält,     eluiert.    Der Dihydro-d-         lysergyl-diglycyl-glyein-methylester    lässt sich  aus einem Gemisch von Methanol und Aceton       umkristallisieren.    Ausbeute: 0,75 g.     Smp.    208        (korr.).     
EMI0001.0034     
  
    Bruttoformel <SEP> C23H2905N5
<tb>  Ber. <SEP> C <SEP> 60,63 <SEP> H <SEP> 6,41 <SEP> N <SEP> 15,14%
<tb>  Gef. <SEP> 60,81 <SEP> 6,34 <SEP> 15,73
<tb>  [a] <SEP> D <SEP> = <SEP> -85  <SEP> (c <SEP> = <SEP> 0,2 <SEP> in <SEP> Pyridin).



  Process for the preparation of a peptide-like derivative of the lysergic acid series. The present patent relates to a method for the preparation of dihydro-d-ly sergy 1-diglycy 1-glycine methyl ester, which is characterized in that dihydro-d-lysergic acid azide is mixed with diglycyl glycine -methyl ester condensed.



  <I> Example: </I> 1.0 g of dihydro-d-lysergsäLire-azid and 0.64 g of diglycyl-glycine-methyl ester, which was dissolved in a little methanol, are mixed and then most of the solvent in a vacuum evaporated again. The tough one: Hold at 40 for 2 hours.



  The reaction product. is dissolved in a little alcohol and acetone, briefly boiled with a little animal charcoal and filtered through a thin layer of aluminum oxide. The filtrate. is evaporated in vacuo at 20 and the residue is drawn up in acetone solution on an aluminum oxide column. First are impurities with.

   Acetone was washed out and then the tripeptide was eluted with acetone containing 21 / o methanol. The dihydro-d-lysergyl-diglycyl-glyein methyl ester can be recrystallized from a mixture of methanol and acetone. Yield: 0.75 g. M.p. 208 (corr.).
EMI0001.0034
  
    Gross formula <SEP> C23H2905N5
<tb> Ber. <SEP> C <SEP> 60.63 <SEP> H <SEP> 6.41 <SEP> N <SEP> 15.14%
<tb> Found <SEP> 60.81 <SEP> 6.34 <SEP> 15.73
<tb> [a] <SEP> D <SEP> = <SEP> -85 <SEP> (c <SEP> = <SEP> 0.2 <SEP> in <SEP> pyridine).

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Dihydro-d- lysergyl-diglycyl-glycin-methylester, dadurch gekennzeichnet, dass man Dihydro-d-lyserg- säure-azid mit Diglycyl-glycin-methylester kondensiert. PATENT CLAIM: Process for the preparation of dihydro-d-lysergyl-diglycyl-glycine-methyl ester, characterized in that dihydro-d-lysergic acid-azide is condensed with diglycyl-glycine-methyl ester. Die neue Verbindung besitzt die Bruttoformel C23H2905N5 und lässt sich aus einem Gemisch von Methanol und Aceton um kristallisieren. Smp. 208 (korr.). [a] D = -85 (in Pyridin). Der Dihydro-d-lysergyl-diglycyl-glycin-me- thylester soll als Zwischenprodukt. zur Herstel lung therapeutisch wirksamer Verbindungen Verwendung finden. The new compound has the gross formula C23H2905N5 and can be recrystallized from a mixture of methanol and acetone. M.p. 208 (corr.). [a] D = -85 (in pyridine). The dihydro-d-lysergyl-diglycyl-glycine-methyl ester is said to be an intermediate. for the production of therapeutically active compounds use.
CH282612D 1948-09-17 1948-09-17 Process for the preparation of a peptide-like derivative of the lysergic acid series. CH282612A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH282612T 1948-09-17
CH269795T 1948-09-17

Publications (1)

Publication Number Publication Date
CH282612A true CH282612A (en) 1952-04-30

Family

ID=25731113

Family Applications (1)

Application Number Title Priority Date Filing Date
CH282612D CH282612A (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) CH282612A (en)

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