YU46422B - Postupak za dobijanje 5-artilalkil-4-alkoksi-2(5h)-furanona - Google Patents

Postupak za dobijanje 5-artilalkil-4-alkoksi-2(5h)-furanona

Info

Publication number
YU46422B
YU46422B YU77687A YU77687A YU46422B YU 46422 B YU46422 B YU 46422B YU 77687 A YU77687 A YU 77687A YU 77687 A YU77687 A YU 77687A YU 46422 B YU46422 B YU 46422B
Authority
YU
Yugoslavia
Prior art keywords
degree
general formula
alkyl group
lower alkyl
atoms
Prior art date
Application number
YU77687A
Other languages
English (en)
Other versions
YU77687A (en
Inventor
S.S. Chatterjee
K. Klessing
Original Assignee
Dr Willmar Schwabe Gmbh. & Co.
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 Dr Willmar Schwabe Gmbh. & Co. filed Critical Dr Willmar Schwabe Gmbh. & Co.
Publication of YU77687A publication Critical patent/YU77687A/xx
Publication of YU46422B publication Critical patent/YU46422B/sh

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/08—Antiepileptics; Anticonvulsants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/60—Two oxygen atoms, e.g. succinic anhydride

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Neurosurgery (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Neurology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pain & Pain Management (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biomedical Technology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Separation Using Semi-Permeable Membranes (AREA)
  • Water Treatment By Electricity Or Magnetism (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)

Abstract

POSTUPAK ZA DOBIJANJE 5-ARTILALKIL-4-ALKOKSI-2(5H)-FURANONA, opste formule I u kojoj atomi kiseonika na C-5 i C-alfa zauzimaju u odnosu jedan na drugi threo polozaj i u kojoj znace R (na nulti stepen) atom vodonika ili nizu alkil grupu sa 1 do 3 C atoma, R(na prvi stepen) ravnolancastu ili racvastu alkil grupu sa 1 do 5 C atoma, R(na drugi stepen) atom vodonika, nizu alkil grupu sa 1 do C atoma ili ostatak , u kome znace R(na peti stepen) nizu alkil grupu sa 1 do 5 C atoma, etoksietil ili metoksietil grupu i R(na sesti stepen) atom vodonika, nizu alkil grupu sa 1 do 5 C atoma ili metoksimetil rupu, R(na treci stepen) i R(na cetvrti stepen) nezavisno jedan od drugoga atom vodonika, fluora, hlora ili broma, nizu alkil grupu sa 1 do 3 C atoma, perfluor nizu alkil grupu sa 1 do 3 C atoma , difluormetoksi ili nitro grupu, naznacen time sto benzaldehid opste formule VI u kojoj R(na treci stepen) i R(na cetvrti stepen) imaju znacenja kao u formuli (I) se kondenzuje sa nizim alki estrom 3- alkoksi-2(E)-alkenske kiseline opste formule VII u kojoj R(na nulti stepen) i R(na prvi stepen) imaju znacenja kao u opstoj formuli I i R je niza alkil grupa sa 1 do 4 C atoma, uz hidroliticko otcepljivanje ostatka R stereoselektivno u odgovarajuce supstituisanu 2(E)-4(E)-pentadiensku kiselinu opste formule VIII u kojoj R(na nulti stepen), R(na prvi stepen), R(na treci stepen) i R(na cetvrti stepen) imaju navedena znacenja; sto tako nastala pentadienska kiselina se prevodi u estar opste formule IX u kojoj je R(na sedmi stepen) ravnolancasta ili racvasta alkil grupa sa 1 do 10 C atoma; sto se zatim estar opste formule IX cis-dihidroksilovanjem pomocu katalitickih kolicina OsO4 i oksidacionog sredstva transformise u odgovarajuci estar 3- alkoksi-4,5(threo)-dihidroksi-5-(R na treci stepen, R na cetvrti stepen - supst.) fenil-2(E)-pentenske kiseline opste formule XI sto se uz 1.4 eliminaciju alkohola R(na sedmi stepen)OH stvara odgovarajuci threo-4-alkoksi-5-/(R na treci stepen), R na cetvrti stepen-supst.) fenil-hidroksimetil/-2(5H)-furanon opste formule I sa R(na drugi stepen) = H, koji zatim reaguje sa reaktivnim jedinjenjem opste formule R(na drugi stepen)-X, u kojoj R(na drugi stepen) ima znacenje kao u opstoj formuli I, sa izuzetkom vodonika i X je reaktivna grupa, kao sto je halogen ili alkoksi, uz ocepljivanje X-H u odgovarajuce jedinjenje opste formule I sa R(na drugi stepen), H. Prijava sadrzi jos 6 zavisnih zahteva.
YU77687A 1986-05-05 1987-04-29 Postupak za dobijanje 5-artilalkil-4-alkoksi-2(5h)-furanona YU46422B (sh)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19863615157 DE3615157A1 (de) 1986-05-05 1986-05-05 5-arylalkyl-4-alkoxy-2(5h)-furanone, zwischenprodukte und verfahren zu ihrer herstellung sowie ihre anwendung als therapeutische wirkstoffe

Publications (2)

Publication Number Publication Date
YU77687A YU77687A (en) 1988-08-31
YU46422B true YU46422B (sh) 1993-10-20

Family

ID=6300199

Family Applications (1)

Application Number Title Priority Date Filing Date
YU77687A YU46422B (sh) 1986-05-05 1987-04-29 Postupak za dobijanje 5-artilalkil-4-alkoksi-2(5h)-furanona

Country Status (24)

Country Link
US (1) US4855320A (sh)
EP (1) EP0247320B1 (sh)
JP (1) JPH0764835B2 (sh)
KR (1) KR950001790B1 (sh)
CN (1) CN1016868B (sh)
AR (1) AR247203A1 (sh)
AT (1) ATE59386T1 (sh)
AU (1) AU596175B2 (sh)
CA (1) CA1270256A (sh)
CS (1) CS274728B2 (sh)
DD (1) DD260699A5 (sh)
DE (2) DE3615157A1 (sh)
DK (1) DK166725B1 (sh)
EG (1) EG18151A (sh)
ES (1) ES2003293A6 (sh)
FI (1) FI871946A (sh)
HU (1) HU206105B (sh)
MX (1) MX27046A (sh)
NO (1) NO171273C (sh)
NZ (1) NZ220188A (sh)
PT (1) PT84824B (sh)
SU (1) SU1650009A3 (sh)
YU (1) YU46422B (sh)
ZA (1) ZA872867B (sh)

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FR2845087B1 (fr) * 2002-10-01 2004-12-24 Merck Sante Sas Nouveaux acides arylhexadienoiques substitues et leurs esters,utilisables dans le traitement et la prevention du diabete, des dyslipidemies,de l'atherosclerose, compositions pharmaceutiques les contenant et procedes de preparation

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CN1016868B (zh) 1992-06-03
JPS6322087A (ja) 1988-01-29
FI871946A (fi) 1987-11-06
AR247203A1 (es) 1994-11-30
US4855320A (en) 1989-08-08
CS274728B2 (en) 1991-10-15
DD260699A5 (de) 1988-10-05
CS313687A2 (en) 1990-11-14
EP0247320A3 (en) 1989-06-14
NO171273B (no) 1992-11-09
JPH0764835B2 (ja) 1995-07-12
DE3615157A1 (de) 1987-11-12
KR950001790B1 (ko) 1995-03-02
HU206105B (en) 1992-08-28
FI871946A0 (fi) 1987-05-04
ES2003293A6 (es) 1988-10-16
EG18151A (en) 1992-08-30
ZA872867B (en) 1987-11-25
CN87103274A (zh) 1988-01-20
AU596175B2 (en) 1990-04-26
MX27046A (es) 1994-01-31
DK226287D0 (da) 1987-05-04
EP0247320B1 (de) 1990-12-27
ATE59386T1 (de) 1991-01-15
CA1270256A (en) 1990-06-12
NZ220188A (en) 1989-10-27
NO871845L (no) 1987-11-06
PT84824A (en) 1987-06-01
AU7246687A (en) 1987-11-12
HUT48228A (en) 1989-05-29
SU1650009A3 (ru) 1991-05-15
DK226287A (da) 1987-11-06
NO871845D0 (no) 1987-05-04
YU77687A (en) 1988-08-31
DK166725B1 (da) 1993-07-05
KR870011122A (ko) 1987-12-21
PT84824B (pt) 1989-12-29
EP0247320A2 (de) 1987-12-02
DE3767029D1 (de) 1991-02-07

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