HRP20110492T1 - Asimetrična alkilacija karbonila - Google Patents
Asimetrična alkilacija karbonila Download PDFInfo
- Publication number
- HRP20110492T1 HRP20110492T1 HR20110492T HRP20110492T HRP20110492T1 HR P20110492 T1 HRP20110492 T1 HR P20110492T1 HR 20110492 T HR20110492 T HR 20110492T HR P20110492 T HRP20110492 T HR P20110492T HR P20110492 T1 HRP20110492 T1 HR P20110492T1
- Authority
- HR
- Croatia
- Prior art keywords
- group
- compound
- alkyl
- aryl
- chiral
- Prior art date
Links
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 title claims abstract 8
- 238000005804 alkylation reaction Methods 0.000 title claims abstract 5
- 230000029936 alkylation Effects 0.000 title claims abstract 4
- 238000000034 method Methods 0.000 claims abstract 26
- 150000001642 boronic acid derivatives Chemical class 0.000 claims abstract 11
- 150000001875 compounds Chemical class 0.000 claims abstract 11
- PQMFVUNERGGBPG-UHFFFAOYSA-N (6-bromopyridin-2-yl)hydrazine Chemical compound NNC1=CC=CC(Br)=N1 PQMFVUNERGGBPG-UHFFFAOYSA-N 0.000 claims abstract 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract 4
- 150000002902 organometallic compounds Chemical class 0.000 claims abstract 4
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 claims abstract 2
- 229960004341 escitalopram Drugs 0.000 claims abstract 2
- WSEQXVZVJXJVFP-FQEVSTJZSA-N escitalopram Chemical compound C1([C@]2(C3=CC=C(C=C3CO2)C#N)CCCN(C)C)=CC=C(F)C=C1 WSEQXVZVJXJVFP-FQEVSTJZSA-N 0.000 claims abstract 2
- FVIZARNDLVOMSU-UHFFFAOYSA-N ginsenoside K Natural products C1CC(C2(CCC3C(C)(C)C(O)CCC3(C)C2CC2O)C)(C)C2C1C(C)(CCC=C(C)C)OC1OC(CO)C(O)C(O)C1O FVIZARNDLVOMSU-UHFFFAOYSA-N 0.000 claims 10
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 6
- 150000001721 carbon Chemical group 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 5
- 229910052717 sulfur Inorganic materials 0.000 claims 5
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 4
- 229910052796 boron Inorganic materials 0.000 claims 4
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical class C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims 3
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical class C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 3
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 150000002916 oxazoles Chemical class 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims 3
- CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical class C1CN=CS1 CBDKQYKMCICBOF-UHFFFAOYSA-N 0.000 claims 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 2
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 2
- -1 C2-10-alkynyl Chemical group 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000001414 amino alcohols Chemical class 0.000 claims 2
- 239000012752 auxiliary agent Substances 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- KMPWYEUPVWOPIM-KODHJQJWSA-N cinchonidine Chemical compound C1=CC=C2C([C@H]([C@H]3[N@]4CC[C@H]([C@H](C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-KODHJQJWSA-N 0.000 claims 2
- KMPWYEUPVWOPIM-UHFFFAOYSA-N cinchonidine Natural products C1=CC=C2C(C(C3N4CCC(C(C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-UHFFFAOYSA-N 0.000 claims 2
- 125000004122 cyclic group Chemical group 0.000 claims 2
- 150000002009 diols Chemical class 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 150000002901 organomagnesium compounds Chemical class 0.000 claims 2
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical group OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 claims 2
- LOUPRKONTZGTKE-LHHVKLHASA-N quinidine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@H]2[C@@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-LHHVKLHASA-N 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- 125000004434 sulfur atom Chemical group 0.000 claims 2
- FMCGSUUBYTWNDP-GXSJLCMTSA-N (+)-N-methylpseudoephedrine Chemical compound CN(C)[C@@H](C)[C@@H](O)C1=CC=CC=C1 FMCGSUUBYTWNDP-GXSJLCMTSA-N 0.000 claims 1
- FMCGSUUBYTWNDP-ONGXEEELSA-N (1R,2S)-2-(dimethylamino)-1-phenyl-1-propanol Chemical compound CN(C)[C@@H](C)[C@H](O)C1=CC=CC=C1 FMCGSUUBYTWNDP-ONGXEEELSA-N 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- XXJGBENTLXFVFI-UHFFFAOYSA-N 1-amino-methylene Chemical compound N[CH2] XXJGBENTLXFVFI-UHFFFAOYSA-N 0.000 claims 1
- GBBSAMQTQCPOBF-UHFFFAOYSA-N 2,4,6-trimethyl-1,3,5,2,4,6-trioxatriborinane Chemical compound CB1OB(C)OB(C)O1 GBBSAMQTQCPOBF-UHFFFAOYSA-N 0.000 claims 1
- FUKFNSSCQOYPRM-UHFFFAOYSA-N 2-(dimethylamino)-1-phenylethanol Chemical compound CN(C)CC(O)C1=CC=CC=C1 FUKFNSSCQOYPRM-UHFFFAOYSA-N 0.000 claims 1
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 1
- 235000001258 Cinchona calisaya Nutrition 0.000 claims 1
- 229940126062 Compound A Drugs 0.000 claims 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 1
- FMCGSUUBYTWNDP-UHFFFAOYSA-N N-Methylephedrine Natural products CN(C)C(C)C(O)C1=CC=CC=C1 FMCGSUUBYTWNDP-UHFFFAOYSA-N 0.000 claims 1
- 125000003158 alcohol group Chemical group 0.000 claims 1
- 125000006241 alcohol protecting group Chemical group 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 238000004873 anchoring Methods 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 125000005619 boric acid group Chemical class 0.000 claims 1
- QNRNUKUCUSOJKW-UHFFFAOYSA-N butyl-di(propan-2-yloxy)borane Chemical compound CCCCB(OC(C)C)OC(C)C QNRNUKUCUSOJKW-UHFFFAOYSA-N 0.000 claims 1
- 239000006227 byproduct Substances 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 239000003574 free electron Substances 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000468 ketone group Chemical group 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- BHOFOFKBMGVFSG-UHFFFAOYSA-N methyl-di(propan-2-yloxy)borane Chemical compound CC(C)OB(C)OC(C)C BHOFOFKBMGVFSG-UHFFFAOYSA-N 0.000 claims 1
- KTMKRRPZPWUYKK-UHFFFAOYSA-N methylboronic acid Chemical compound CB(O)O KTMKRRPZPWUYKK-UHFFFAOYSA-N 0.000 claims 1
- 229940073569 n-methylephedrine Drugs 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 229960001404 quinidine Drugs 0.000 claims 1
- 229960000948 quinine Drugs 0.000 claims 1
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 1
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 claims 1
- NHDIQVFFNDKAQU-UHFFFAOYSA-N tripropan-2-yl borate Chemical compound CC(C)OB(OC(C)C)OC(C)C NHDIQVFFNDKAQU-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 125000005621 boronate group Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000011915 stereoselective alkylation Methods 0.000 abstract 1
- 230000000707 stereoselective effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/56—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and doubly-bound oxygen atoms bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
- C07C215/30—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
- C07C215/30—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
- C07C215/32—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton containing hydroxy groups and carbon atoms of two six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/53—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and hydroxy groups bound to the carbon skeleton
-
- 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
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0601286.8A GB0601286D0 (en) | 2006-01-23 | 2006-01-23 | Asymmetric synthesis |
| PCT/EP2007/000516 WO2007082771A1 (en) | 2006-01-23 | 2007-01-22 | Carbonyl asymmetric alkylation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20110492T1 true HRP20110492T1 (hr) | 2011-07-31 |
Family
ID=36010766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20110492T HRP20110492T1 (hr) | 2006-01-23 | 2011-07-04 | Asimetrična alkilacija karbonila |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US8288569B2 (pl) |
| EP (1) | EP1966127B1 (pl) |
| JP (1) | JP5081163B2 (pl) |
| KR (1) | KR101379154B1 (pl) |
| CN (1) | CN101460448B (pl) |
| AT (1) | ATE504558T1 (pl) |
| AU (1) | AU2007207103B2 (pl) |
| BR (1) | BRPI0706735B1 (pl) |
| CA (1) | CA2636256C (pl) |
| DE (1) | DE602007013690D1 (pl) |
| EA (1) | EA016650B1 (pl) |
| ES (1) | ES2364502T3 (pl) |
| GB (1) | GB0601286D0 (pl) |
| HR (1) | HRP20110492T1 (pl) |
| IL (1) | IL192628A (pl) |
| PL (1) | PL1966127T3 (pl) |
| SI (1) | SI1966127T1 (pl) |
| TW (1) | TWI387577B (pl) |
| WO (1) | WO2007082771A1 (pl) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20110130591A1 (en) * | 2009-06-03 | 2011-06-02 | Boehringer Ingelheim International Gmbh | Steroselective synthesis of certain trifluoromethyl-substituted alcohols |
| KR102061180B1 (ko) * | 2012-03-14 | 2019-12-31 | 머크 샤프 앤드 돔 코포레이션 | 비대칭 상 이동 촉매로서의 비스-4급 신코나 알칼로이드 염 |
| US9637457B2 (en) * | 2013-06-26 | 2017-05-02 | Syngenta Participations Ag | Process for the stereoselective preparation of a pyrazole-carboxamide |
| EP3219702B1 (en) * | 2014-11-14 | 2021-05-05 | Zhejiang Huahai Pharmaceuticals Co., Ltd. | Method for resolution of citalopram intermediate 5-cyanogen diol |
| KR20160109083A (ko) | 2015-03-09 | 2016-09-21 | 엔팩토리주식회사 | 휴대용 앱세서리를 이용한 공기품질 정보제공 시스템 및 방법 |
| US10111356B2 (en) | 2016-03-31 | 2018-10-23 | Oracle International Corporation | System for electrical connection of printed circuit boards and backplanes in server enclosure |
| CN106892837A (zh) * | 2017-03-23 | 2017-06-27 | 浙江师范大学 | 4‑[4‑(二甲氨基)‑1‑(4‑氟苯基)‑1‑羟丁基]‑3‑羟甲基苯腈的合成 |
| CN108947869A (zh) * | 2017-05-25 | 2018-12-07 | 万全万特制药江苏有限公司 | 一种艾司西酞普兰工艺杂质的制备方法 |
| CN108640855A (zh) * | 2018-06-11 | 2018-10-12 | 中南林业科技大学 | 一种依地普仑中间体的合成方法及其中间体 |
| CN108640856B (zh) * | 2018-06-11 | 2021-06-25 | 淮阴工学院 | 一种依地普仑中间体的不对称合成方法及其中间体 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1526331A (en) | 1976-01-14 | 1978-09-27 | Kefalas As | Phthalanes |
| GB8419963D0 (en) | 1984-08-06 | 1984-09-12 | Lundbeck & Co As H | Intermediate compound and method |
| GB8814057D0 (en) | 1988-06-14 | 1988-07-20 | Lundbeck & Co As H | New enantiomers & their isolation |
| UA62985C2 (en) | 1997-11-10 | 2004-01-15 | Lunnbeck As H | A method for the preparation of citalopram |
| CH692421A5 (de) * | 1999-10-25 | 2002-06-14 | Lundbeck & Co As H | Verfahren zur Herstellung von Citalopram. |
| NL1017415C1 (nl) | 2000-02-24 | 2001-05-18 | Lundbeck & Co As H | Werkwijze voor de bereiding van Citalopram. |
| NL1017417C1 (nl) | 2000-03-03 | 2001-03-16 | Lundbeck & Co As H | Werkwijze voor de bereiding van Citalopram. |
| JP2003527387A (ja) | 2000-03-13 | 2003-09-16 | ハー・ルンドベック・アクチエゼルスカベット | シタロプラムの製造方法 |
| AR034759A1 (es) | 2001-07-13 | 2004-03-17 | Lundbeck & Co As H | Metodo para la preparacion de escitalopram |
| PT1522539E (pt) | 2001-07-31 | 2007-03-30 | Lundbeck & Co As H | Composição cristalina contendo escitalopram |
| PT1281707E (pt) * | 2001-08-02 | 2005-04-29 | Infosint Sa | Processo para a preparacao de isobenzofuranos 5-substituidos |
| PE20040991A1 (es) | 2002-08-12 | 2004-12-27 | Lundbeck & Co As H | Separacion de intermediarios para la preparacion de escitalopram |
| WO2005066185A1 (en) | 2004-01-12 | 2005-07-21 | Jubilant Organosys Limited | Process for preparing 5-substituted -1-(4-fluorophenyl) -1,3-dihydroisobenzofurans |
| JP2005247710A (ja) * | 2004-03-01 | 2005-09-15 | Sumitomo Chemical Co Ltd | 光学活性シタロプラムの製造方法、その中間体およびその製造方法 |
-
2006
- 2006-01-23 GB GBGB0601286.8A patent/GB0601286D0/en not_active Ceased
-
2007
- 2007-01-22 EP EP07702933A patent/EP1966127B1/en active Active
- 2007-01-22 TW TW096102355A patent/TWI387577B/zh not_active IP Right Cessation
- 2007-01-22 EA EA200801673A patent/EA016650B1/ru not_active IP Right Cessation
- 2007-01-22 SI SI200730634T patent/SI1966127T1/sl unknown
- 2007-01-22 PL PL07702933T patent/PL1966127T3/pl unknown
- 2007-01-22 CN CN2007800029031A patent/CN101460448B/zh not_active Expired - Fee Related
- 2007-01-22 DE DE602007013690T patent/DE602007013690D1/de active Active
- 2007-01-22 AU AU2007207103A patent/AU2007207103B2/en not_active Ceased
- 2007-01-22 JP JP2008550696A patent/JP5081163B2/ja not_active Expired - Fee Related
- 2007-01-22 AT AT07702933T patent/ATE504558T1/de active
- 2007-01-22 KR KR1020087017910A patent/KR101379154B1/ko active IP Right Grant
- 2007-01-22 ES ES07702933T patent/ES2364502T3/es active Active
- 2007-01-22 CA CA2636256A patent/CA2636256C/en not_active Expired - Fee Related
- 2007-01-22 US US12/223,096 patent/US8288569B2/en active Active
- 2007-01-22 BR BRPI0706735A patent/BRPI0706735B1/pt not_active IP Right Cessation
- 2007-01-22 WO PCT/EP2007/000516 patent/WO2007082771A1/en active Application Filing
-
2008
- 2008-07-03 IL IL192628A patent/IL192628A/en not_active IP Right Cessation
-
2011
- 2011-07-04 HR HR20110492T patent/HRP20110492T1/hr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR20080090444A (ko) | 2008-10-08 |
| JP2009523749A (ja) | 2009-06-25 |
| DE602007013690D1 (de) | 2011-05-19 |
| US8288569B2 (en) | 2012-10-16 |
| EP1966127B1 (en) | 2011-04-06 |
| TW200800858A (en) | 2008-01-01 |
| GB0601286D0 (en) | 2006-03-01 |
| AU2007207103A1 (en) | 2007-07-26 |
| CA2636256A1 (en) | 2007-07-26 |
| ATE504558T1 (de) | 2011-04-15 |
| US20110009648A1 (en) | 2011-01-13 |
| KR101379154B1 (ko) | 2014-04-11 |
| CA2636256C (en) | 2014-04-29 |
| IL192628A0 (en) | 2009-02-11 |
| SI1966127T1 (sl) | 2011-08-31 |
| CN101460448B (zh) | 2013-05-15 |
| AU2007207103B2 (en) | 2011-01-06 |
| EA016650B1 (ru) | 2012-06-29 |
| BRPI0706735B1 (pt) | 2016-11-22 |
| EP1966127A1 (en) | 2008-09-10 |
| BRPI0706735A2 (pt) | 2011-04-05 |
| CN101460448A (zh) | 2009-06-17 |
| PL1966127T3 (pl) | 2011-10-31 |
| TWI387577B (zh) | 2013-03-01 |
| WO2007082771A1 (en) | 2007-07-26 |
| ES2364502T3 (es) | 2011-09-05 |
| EA200801673A1 (ru) | 2009-02-27 |
| JP5081163B2 (ja) | 2012-11-21 |
| IL192628A (en) | 2013-04-30 |
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