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CH201537A - Process for the preparation of a new ester. - Google Patents

Process for the preparation of a new ester.

Info

Publication number
CH201537A
CH201537A CH201537DA CH201537A CH 201537 A CH201537 A CH 201537A CH 201537D A CH201537D A CH 201537DA CH 201537 A CH201537 A CH 201537A
Authority
CH
Switzerland
Prior art keywords
sep
preparation
new
ester
androstenol
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH201537A publication Critical patent/CH201537A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Description

  

  Verfahren zur Darstellung eines neuen Esters.         Cxegenstand    des vorliegenden Patentes  ist ein Verfahren zur Darstellung eines neuen       Esters,    welches dadurch gekennzeichnet ist,  dass man ein     Mol        d4,5-Androstenol-(17)-on-          (3)    mit einem halben     NIol    Phosphorosyhalo-         genid    umsetzt und auf das Reaktionsprodukt  Wasser einwirken lässt.  



  Der so gewonnene     Di        -44,5-arrdrostenol-          (17)-on-(3)-phosphorsäureester    der Formel  
EMI0001.0011     
    hat den F. 2470. Seine     Allralisalze,    sowie.  auch sein Ammonium- und     Triäthanolamin-          salz    sind in Wasser leicht löslich.  



  Die neue Verbindung soll therapeutische       Verwendung    finden.  



  <I>Beispiel:</I>  1,0 g Testosteron, gelöst in 12g absolu  tem     Pyridin    oder in einer andern tertiären  Base, lässt man mit 0,27 g Phosphoroxychlo-         rid:    bis zur beendeten Umsetzung reagieren,  giesst das     Reaktionsgemiscb    in Wasser, fil  triert von ausgeschiedenem unverändertem  Testosteron ab und säuert die wässerige Lö  sung an, wobei der     Di-testosteron-phosphor-          säureester    vom F. 2470 ausfällt. Er bildet  wasserlösliche     Alkalisalze.     



  An Stelle von     Phosphoroxychlorid    kann  man zum Beispiel auch     Phosphoroxybromid     verwenden.



  Process for the preparation of a new ester. The subject of the present patent is a process for the preparation of a new ester, which is characterized in that one mole of d4,5-androstenol- (17) -one- (3) is reacted with half a NIol of phosphorosyhalide and the reaction product is water can act.



  The thus obtained di -44,5-arrdrostenol- (17) -one- (3) -phosphoric acid ester of the formula
EMI0001.0011
    has the F. 2470. Its allralis salts, as well. Its ammonium and triethanolamine salts are also readily soluble in water.



  The new compound should find therapeutic use.



  <I> Example: </I> 1.0 g of testosterone dissolved in 12 g of absolute pyridine or in another tertiary base is allowed to react with 0.27 g of phosphorus oxychloride: until the reaction is complete, the reaction mixture is poured into water , filters from excreted unchanged testosterone and acidifies the aqueous solution, whereby the di-testosterone phosphoric acid ester with a temperature of 2470 precipitates. It forms water-soluble alkali salts.



  For example, phosphorus oxybromide can also be used instead of phosphorus oxychloride.

Claims (1)

EMI0002.0001 PATEN <SEP> TAN <SEP> SPRUCI-I <tb> Verfahren <SEP> zur <SEP> Darstellung <SEP> eines <SEP> neuen <tb> Ester,, <SEP> dadurch <SEP> gekennzeiehnet, <SEP> dass <SEP> inan <SEP> ein <tb> Mol <SEP> .I@@'-Androstenol-(17j-on-!:3) <SEP> finit <SEP> einem <tb> halben <SEP> Mol <SEP> Pliosphoroxylialogenid <SEP> umsetzt und auf das Reaktionsprodukt Wasser ein wirken lässt. Der so gewonnene Di-d1,"I-androstenol- (17)-on-(3)-phosphorsänreester der Formel EMI0002.0005 hat den F. 2470. EMI0002.0001 PATEN <SEP> TAN <SEP> SPRUCI-I <tb> Method <SEP> for <SEP> display <SEP> of a <SEP> new one <tb> Ester ,, <SEP> marked with <SEP>, <SEP> that <SEP> in an <SEP> <tb> Mol <SEP> .I @@ '- Androstenol- (17j-on - !: 3) <SEP> finite <SEP> one <tb> half <SEP> mole <SEP> pliosphorus oxyl halide <SEP> and allows water to act on the reaction product. The thus obtained di-d1, "I-androstenol- (17) -one- (3) -phosphoric acid ester of the formula EMI0002.0005 has the F. 2470. Seine Alkalisalze, sowie auch sein Ammonium- und Triäthanolainin- salz sind in Wasser leicht löslieb. Die neue Verbindung soll therapeutische Verwendu n finden. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadureh gekennzeichnet, dass man in Gegenwart ter tiärer Basen arbeitet. Its alkali salts, as well as its ammonium and triethanolainine salts, are easily soluble in water. The new compound is intended to find therapeutic uses. SUBClaim: Method according to claim, characterized in that one works in the presence of tertiary bases.
CH201537D 1935-08-02 1935-08-02 Process for the preparation of a new ester. CH201537A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH195775T 1935-08-02
CH201537T 1935-08-02

Publications (1)

Publication Number Publication Date
CH201537A true CH201537A (en) 1938-11-30

Family

ID=25722796

Family Applications (1)

Application Number Title Priority Date Filing Date
CH201537D CH201537A (en) 1935-08-02 1935-08-02 Process for the preparation of a new ester.

Country Status (1)

Country Link
CH (1) CH201537A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2928849A (en) * 1953-11-20 1960-03-15 Leo Ab High-molecular weight derivatives of steroids containing hydroxyl groups and method of producing the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2928849A (en) * 1953-11-20 1960-03-15 Leo Ab High-molecular weight derivatives of steroids containing hydroxyl groups and method of producing the same

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