DK2505579T3 - Fremgangsmåder og forbindelser til fremstilling af dipeptidylpeptidase IV-inhibitorer og mellemprodukter deraf - Google Patents
Fremgangsmåder og forbindelser til fremstilling af dipeptidylpeptidase IV-inhibitorer og mellemprodukter deraf Download PDFInfo
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- DK2505579T3 DK2505579T3 DK12162633.7T DK12162633T DK2505579T3 DK 2505579 T3 DK2505579 T3 DK 2505579T3 DK 12162633 T DK12162633 T DK 12162633T DK 2505579 T3 DK2505579 T3 DK 2505579T3
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C69/757—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A—HUMAN NECESSITIES
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- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/28—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and containing rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C62/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C62/02—Saturated compounds containing hydroxy or O-metal groups
- C07C62/06—Saturated compounds containing hydroxy or O-metal groups polycyclic
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/63—Halogen-containing esters of saturated acids
- C07C69/635—Halogen-containing esters of saturated acids containing rings in the acid moiety
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/52—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/70—Ring systems containing bridged rings containing three rings containing only six-membered rings
- C07C2603/74—Adamantanes
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- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
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- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Diabetes (AREA)
- Immunology (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Heart & Thoracic Surgery (AREA)
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- Endocrinology (AREA)
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- Child & Adolescent Psychology (AREA)
- Urology & Nephrology (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Peptides Or Proteins (AREA)
- Enzymes And Modification Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (4)
1. Fremgangsmåde til fremstilling af en cyclopropylfusioneret pyrrolidinbaseret inhibitor af dipeptidylpeptidase IV, der omfatter: (a) kobling af (aS)-a-[[(1,1-dimethylethoxy)carbonyl]amino]-3- hydroxytricyclo [3.3.1.13'7] decan-l-eddikesyre eller dens 1,4-diazabicyclo[2.2.2]octansalt til (IS,3S,5S)-2- azabicyclo[3.1.0]hexan-3-carboxamid til fremstilling af 3-(aminocarbonyl) -aS) -a- (3-hydroxytricyclo [3.3.1.13'7] dec-l-yl) -β-οχο-(IS,3S,5S)-2-azabicyclo[3.1.0]hexan-2-ethancarbaminsyre, 1,1-dimethylethylester; (b) dehydrering af 3-(aminocarbonyl) - (aS)-ex-(3- hydroxytricyclo [3.3.l.l3'7] dec-l-yl) - β-οχο- (lS,3S,5S)-2-azabicyclo[3.1.0]hexan-2-ethancarbaminsyre, 1,1-dimethylethylester til fremstilling af 3-cyano-(aS)-a- (3-hydroxytricyclo [3.3.1.13'7] dec-l-yl) - β-οχο- (lS,3S,5S)-2-azabicyclo[3.1.0]hexan-2-ethancarbaminsyre, 1,1-dimethylethylester; og (c) afbeskyttelse af 3-cyano-(aS)-a-(3- hydroxytricyclo [3.3.1.13'7]dec-l-yl)^-oxo-(lS,3S,5S)-2-azabicyclo[3.1.0]hexan-2-ethancarbaminsyre, 1,1-dimethylethylester til frembringelse af dipeptidylpeptidase IV-inhibitoren.
2. Fremgangsmåde til fremstilling af en fri baseforbindelse med struktur M'
M' som omfatter tilvejebringelse af en beskyttet forbindelse med struktur L
L og behandling af forbindelse L med saltsyre til frembringelse af det tilsvarende saltsyresalt L'
L' behandling af saltsyresaltet L' med saltsyre og natriumhydroxid til frembringelse af den fri baseforbindelse M' .
3. Fremgangsmåde ifølge krav 2, hvor forbindelse L frembringes ved
dehydrering af mellemprodukt K i nærvær af pyridin og trifluoreddikesyreanhydrid og efterfølgende hydrolysering af reaktionsproduktet i nærvær af en kraftig base til frembringelse af forbindelse L.
4. Fremgangsmåde til fremstilling af et monohydrat med struktur M"
WT der omfatter behandling af en fri base med strukturen
M' med vand til frembringelse af monohydratet M".
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US43181402P | 2002-12-09 | 2002-12-09 | |
EP03812799.9A EP1581487B1 (en) | 2002-12-09 | 2003-12-04 | Methods and compounds for producing dipeptidyl peptidase iv inhibitors and intermediates thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
DK2505579T3 true DK2505579T3 (da) | 2015-01-19 |
Family
ID=32507798
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK03812799.9T DK1581487T3 (da) | 2002-12-09 | 2003-12-04 | Fremgangsmåder og forbindelser til produktion af dipeptidylpeptidase iv-inhibitorer og mellemprodukter deraf |
DK12162624.6T DK2517706T3 (da) | 2002-12-09 | 2003-12-04 | Fremgangsmåder og forbindelser til produktion af dipeptidylpeptidase iv-inhibitorer og mellemprodukter deraf |
DK12162633.7T DK2505579T3 (da) | 2002-12-09 | 2003-12-04 | Fremgangsmåder og forbindelser til fremstilling af dipeptidylpeptidase IV-inhibitorer og mellemprodukter deraf |
DK12162626.1T DK2505578T3 (da) | 2002-12-09 | 2003-12-04 | Fremgangsmåder og forbindelser til fremstilling af dipeptidylpeptidase IV-inhibitorer og mellemprodukter deraf |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK03812799.9T DK1581487T3 (da) | 2002-12-09 | 2003-12-04 | Fremgangsmåder og forbindelser til produktion af dipeptidylpeptidase iv-inhibitorer og mellemprodukter deraf |
DK12162624.6T DK2517706T3 (da) | 2002-12-09 | 2003-12-04 | Fremgangsmåder og forbindelser til produktion af dipeptidylpeptidase iv-inhibitorer og mellemprodukter deraf |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK12162626.1T DK2505578T3 (da) | 2002-12-09 | 2003-12-04 | Fremgangsmåder og forbindelser til fremstilling af dipeptidylpeptidase IV-inhibitorer og mellemprodukter deraf |
Country Status (17)
Country | Link |
---|---|
US (4) | US7420079B2 (da) |
EP (5) | EP2792672A3 (da) |
JP (6) | JP4886193B2 (da) |
KR (1) | KR20050088309A (da) |
CN (3) | CN102070451B (da) |
AU (1) | AU2003297647A1 (da) |
BR (1) | BR0317139A (da) |
CA (1) | CA2508619A1 (da) |
DK (4) | DK1581487T3 (da) |
ES (4) | ES2484915T3 (da) |
IL (1) | IL192912A0 (da) |
MX (1) | MXPA05005970A (da) |
PL (1) | PL377123A1 (da) |
PT (4) | PT1581487E (da) |
SI (4) | SI2505578T1 (da) |
TW (2) | TW200914419A (da) |
WO (1) | WO2004052850A2 (da) |
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