Prostaglandin intermediate 2-oxo-alkyl-phosphonic acid ester derivs. - prepd. by reacting omega-substd. carboxylic acid ester(s) with di:alkyl alkyl-phosphonate alkali salts

Prostaglandin intermediate 2-oxo-alkyl-phosphonic acid ester derivs. - prepd. by reacting omega-substd. carboxylic acid ester(s) with di:alkyl alkyl-phosphonate alkali salts

New 2-oxo-alkylphosphonic acid dialkyl esters are cpds. of formula (I): where R1 = alkyl; R2-R5 = H or opt. substd. alkyl; n = 0-8; X = CN, alkoxy carbonyl or N,N-disubstd. carbamoyl. (I) are useful as intermediates for prostaglandin analoges of formulae (V) and (VI) (where M is O or H, OH) which ha...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: OEDIGER,HERMANN,DR, LIEB,FOLKER,DR
Format: Patent
Sprache:eng ; ger
Schlagworte:
ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
Online-Zugang:Volltext bestellen
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:New 2-oxo-alkylphosphonic acid dialkyl esters are cpds. of formula (I): where R1 = alkyl; R2-R5 = H or opt. substd. alkyl; n = 0-8; X = CN, alkoxy carbonyl or N,N-disubstd. carbamoyl. (I) are useful as intermediates for prostaglandin analoges of formulae (V) and (VI) (where M is O or H, OH) which have a narrower profile of activity (i.e. fewer undesired side effects I and longer duration of action than natural prostaglandins. Specific cpds. (I) include 6-tert-butoxycarbonyl-2-oxo-hexylphosphonic acid dimethyl ester. In an example, this is prepd. by heating dimethyl methylphosphonate in THF with butyl-lithium at -70 to -78 degrees C and reacting with methyl tert-butyl adipate at -70 to-78 degrees C.