HRP20031021B1 - Stereoselective method for the preparation of nucleoside analogues - Google Patents
Stereoselective method for the preparation of nucleoside analoguesInfo
- Publication number
- HRP20031021B1 HRP20031021B1 HR20031021A HRP20031021A HRP20031021B1 HR P20031021 B1 HRP20031021 B1 HR P20031021B1 HR 20031021 A HR20031021 A HR 20031021A HR P20031021 A HRP20031021 A HR P20031021A HR P20031021 B1 HRP20031021 B1 HR P20031021B1
- Authority
- HR
- Croatia
- Prior art keywords
- formula
- bromine
- iodine
- chlorine
- alkoxy
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 230000000707 stereoselective effect Effects 0.000 title abstract 2
- 229940127073 nucleoside analogue Drugs 0.000 title 1
- 239000002777 nucleoside Substances 0.000 abstract 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 3
- 229910052794 bromium Inorganic materials 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 239000000460 chlorine Chemical group 0.000 abstract 3
- 229910052731 fluorine Inorganic materials 0.000 abstract 3
- 239000011737 fluorine Substances 0.000 abstract 3
- 150000003833 nucleoside derivatives Chemical class 0.000 abstract 3
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 abstract 2
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 abstract 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 230000008878 coupling Effects 0.000 abstract 2
- 238000010168 coupling process Methods 0.000 abstract 2
- 238000005859 coupling reaction Methods 0.000 abstract 2
- 125000001153 fluoro group Chemical group F* 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 125000003835 nucleoside group Chemical class 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- 125000004665 trialkylsilyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/04—Five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D411/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D411/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D411/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Virology (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Communicable Diseases (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Saccharide Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US29807901P | 2001-06-15 | 2001-06-15 | |
PCT/CA2002/000899 WO2002102796A1 (en) | 2001-06-15 | 2002-06-14 | Stereoselective method for the preparation of nucleoside analogues |
Publications (2)
Publication Number | Publication Date |
---|---|
HRP20031021A2 HRP20031021A2 (en) | 2004-06-30 |
HRP20031021B1 true HRP20031021B1 (en) | 2007-09-30 |
Family
ID=23148927
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HR20031021A HRP20031021B1 (en) | 2001-06-15 | 2003-12-09 | Stereoselective method for the preparation of nucleoside analogues |
Country Status (29)
Country | Link |
---|---|
US (2) | US7109334B2 (ja) |
EP (2) | EP1632490B1 (ja) |
JP (1) | JP4542776B2 (ja) |
KR (1) | KR100832617B1 (ja) |
CN (1) | CN1297553C (ja) |
AP (1) | AP1559A (ja) |
AT (2) | ATE313542T1 (ja) |
AU (2) | AU2002344862C1 (ja) |
BR (2) | BRPI0210444B1 (ja) |
CA (1) | CA2449338C (ja) |
CO (1) | CO5550497A2 (ja) |
CY (1) | CY1107805T1 (ja) |
DE (2) | DE60208202T2 (ja) |
DK (2) | DK1632490T3 (ja) |
EA (1) | EA006372B1 (ja) |
ES (2) | ES2254695T3 (ja) |
HK (1) | HK1070652A1 (ja) |
HR (1) | HRP20031021B1 (ja) |
IL (2) | IL159139A0 (ja) |
MX (1) | MXPA03011627A (ja) |
NO (1) | NO326135B1 (ja) |
NZ (1) | NZ529906A (ja) |
OA (1) | OA12628A (ja) |
PL (2) | PL215267B1 (ja) |
PT (1) | PT1632490E (ja) |
RS (1) | RS50868B (ja) |
SI (2) | SI1406896T1 (ja) |
WO (1) | WO2002102796A1 (ja) |
ZA (1) | ZA200309307B (ja) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7501514B1 (en) | 2003-10-15 | 2009-03-10 | Shire Biochem, Inc. | Enantiomeric resolution of 2-substituted 4-substituted 1,3-oxathiolanes nucleosides |
JP4653966B2 (ja) * | 2004-04-19 | 2011-03-16 | ダイセル化学工業株式会社 | 2−ベンゾイルオキシアセトアルデヒド誘導体の製造法 |
IN2015DN02599A (ja) * | 2007-09-28 | 2015-09-18 | Avexa Ltd | |
US20130165350A1 (en) * | 2011-12-22 | 2013-06-27 | Affymetrix, Inc. | Surface linkers for array synthesis |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR840001591A (ko) * | 1981-09-29 | 1984-05-07 | 구라바야시 이꾸시로 | 당케탈류의 제조방법 |
AU8864191A (en) * | 1990-11-13 | 1992-06-11 | Biochem Pharma Inc. | Substituted 1,3-oxathiolanes and substituted 1,3-dithiolanes with antiviral properties |
US5587480A (en) * | 1990-11-13 | 1996-12-24 | Biochem Pharma, Inc. | Substituted 1,3-oxathiolanes and substituted 1,3-dithiolanes with antiviral properties |
US5532349A (en) * | 1993-07-20 | 1996-07-02 | Mitsui Toatsu Chemicals, Inc. | Process for producing 1-(2'-deoxy-β-D-erythro-pentofuranosyl)-5-trifluoromethyluracil derivatives |
CA2714085C (en) * | 1998-08-12 | 2013-02-05 | Emory University | Method of manufacture of 1,3-oxathiolane nucleosides |
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2002
- 2002-06-14 AP APAP/P/2003/002948A patent/AP1559A/en active
- 2002-06-14 AU AU2002344862A patent/AU2002344862C1/en not_active Ceased
- 2002-06-14 EP EP05017130A patent/EP1632490B1/en not_active Expired - Lifetime
- 2002-06-14 EA EA200400042A patent/EA006372B1/ru not_active IP Right Cessation
- 2002-06-14 BR BRPI0210444-0A patent/BRPI0210444B1/pt unknown
- 2002-06-14 IL IL15913902A patent/IL159139A0/xx unknown
- 2002-06-14 SI SI200230273T patent/SI1406896T1/sl unknown
- 2002-06-14 DE DE60208202T patent/DE60208202T2/de not_active Expired - Lifetime
- 2002-06-14 NZ NZ529906A patent/NZ529906A/xx not_active IP Right Cessation
- 2002-06-14 CA CA2449338A patent/CA2449338C/en not_active Expired - Fee Related
- 2002-06-14 JP JP2003506269A patent/JP4542776B2/ja not_active Expired - Fee Related
- 2002-06-14 US US10/170,418 patent/US7109334B2/en not_active Expired - Fee Related
- 2002-06-14 ES ES02742572T patent/ES2254695T3/es not_active Expired - Lifetime
- 2002-06-14 CN CNB028159624A patent/CN1297553C/zh not_active Expired - Fee Related
- 2002-06-14 PL PL366907A patent/PL215267B1/pl unknown
- 2002-06-14 SI SI200230631T patent/SI1632490T1/sl unknown
- 2002-06-14 WO PCT/CA2002/000899 patent/WO2002102796A1/en active IP Right Grant
- 2002-06-14 MX MXPA03011627A patent/MXPA03011627A/es active IP Right Grant
- 2002-06-14 KR KR1020037016301A patent/KR100832617B1/ko not_active IP Right Cessation
- 2002-06-14 AT AT02742572T patent/ATE313542T1/de active
- 2002-06-14 DK DK05017130T patent/DK1632490T3/da active
- 2002-06-14 RS YUP-975/03A patent/RS50868B/sr unknown
- 2002-06-14 PT PT05017130T patent/PT1632490E/pt unknown
- 2002-06-14 ES ES05017130T patent/ES2293445T3/es not_active Expired - Lifetime
- 2002-06-14 EP EP02742572A patent/EP1406896B8/en not_active Expired - Lifetime
- 2002-06-14 AT AT05017130T patent/ATE370945T1/de active
- 2002-06-14 DK DK02742572T patent/DK1406896T3/da active
- 2002-06-14 OA OA1200300329A patent/OA12628A/en unknown
- 2002-06-14 DE DE60222031T patent/DE60222031T2/de not_active Expired - Lifetime
- 2002-06-14 BR BR0210444-0A patent/BR0210444A/pt not_active IP Right Cessation
- 2002-06-14 PL PL401835A patent/PL218777B1/pl unknown
-
2003
- 2003-11-28 ZA ZA2003/09307A patent/ZA200309307B/en unknown
- 2003-12-01 IL IL159139A patent/IL159139A/en not_active IP Right Cessation
- 2003-12-09 HR HR20031021A patent/HRP20031021B1/xx not_active IP Right Cessation
- 2003-12-12 NO NO20035556A patent/NO326135B1/no not_active IP Right Cessation
-
2004
- 2004-01-14 CO CO04002061A patent/CO5550497A2/es active IP Right Grant
-
2005
- 2005-04-18 HK HK05103299A patent/HK1070652A1/xx not_active IP Right Cessation
-
2006
- 2006-04-07 US US11/399,502 patent/US7230100B2/en not_active Expired - Fee Related
-
2007
- 2007-11-15 CY CY20071101481T patent/CY1107805T1/el unknown
-
2008
- 2008-08-01 AU AU2008203443A patent/AU2008203443B2/en not_active Ceased
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
A1OB | Publication of a patent application | ||
AIPI | Request for the grant of a patent on the basis of a substantive examination of a patent application | ||
B1PR | Patent granted | ||
PNAN | Change of the applicant name, address/residence |
Owner name: SHIRE CANADA INC., CA Owner name: SHIRE BIOCHEM INC., CA |
|
ODRP | Renewal fee for the maintenance of a patent |
Payment date: 20170523 Year of fee payment: 16 |
|
PBON | Lapse due to non-payment of renewal fee |
Effective date: 20180614 |