ATE504558T1 - Asymmetrische carbonylalkylierung - Google Patents
Asymmetrische carbonylalkylierungInfo
- Publication number
- ATE504558T1 ATE504558T1 AT07702933T AT07702933T ATE504558T1 AT E504558 T1 ATE504558 T1 AT E504558T1 AT 07702933 T AT07702933 T AT 07702933T AT 07702933 T AT07702933 T AT 07702933T AT E504558 T1 ATE504558 T1 AT E504558T1
- Authority
- AT
- Austria
- Prior art keywords
- boric
- alkylation
- boronic acid
- carbonyl group
- compound containing
- Prior art date
Links
- 238000005804 alkylation reaction Methods 0.000 title abstract 4
- 230000029936 alkylation Effects 0.000 title abstract 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 title 1
- 150000001642 boronic acid derivatives Chemical class 0.000 abstract 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 5
- PQMFVUNERGGBPG-UHFFFAOYSA-N (6-bromopyridin-2-yl)hydrazine Chemical compound NNC1=CC=CC(Br)=N1 PQMFVUNERGGBPG-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 125000005621 boronate group Chemical class 0.000 abstract 1
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 abstract 1
- 229960004341 escitalopram Drugs 0.000 abstract 1
- 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 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 150000002902 organometallic compounds Chemical class 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 |
|---|---|
| ATE504558T1 true ATE504558T1 (de) | 2011-04-15 |
Family
ID=36010766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT07702933T ATE504558T1 (de) | 2006-01-23 | 2007-01-22 | Asymmetrische carbonylalkylierung |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US8288569B2 (de) |
| EP (1) | EP1966127B1 (de) |
| JP (1) | JP5081163B2 (de) |
| KR (1) | KR101379154B1 (de) |
| CN (1) | CN101460448B (de) |
| AT (1) | ATE504558T1 (de) |
| AU (1) | AU2007207103B2 (de) |
| BR (1) | BRPI0706735B1 (de) |
| CA (1) | CA2636256C (de) |
| DE (1) | DE602007013690D1 (de) |
| EA (1) | EA016650B1 (de) |
| ES (1) | ES2364502T3 (de) |
| GB (1) | GB0601286D0 (de) |
| HR (1) | HRP20110492T1 (de) |
| IL (1) | IL192628A (de) |
| PL (1) | PL1966127T3 (de) |
| SI (1) | SI1966127T1 (de) |
| TW (1) | TWI387577B (de) |
| WO (1) | WO2007082771A1 (de) |
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 |
| EP2825536B1 (de) * | 2012-03-14 | 2020-06-17 | Merck Sharp & Dohme Corp. | Bis-quarternäre-fieberrinden-alkaloidsalze als asymmetrische phasentransferkatalysatoren |
| CN105339352B (zh) * | 2013-06-26 | 2018-06-29 | 先正达参股股份有限公司 | 用于立体选择性制备吡唑甲酰胺的方法 |
| ES2881105T3 (es) * | 2014-11-14 | 2021-11-26 | Zhejiang Huahai Pharm Co Ltd | Método para la resolución del producto intermedio de citalopram 5-cianodiol |
| 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 |
| 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 |
| 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 |
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 |
| EP1228056B1 (de) * | 1999-10-25 | 2004-09-22 | H. Lundbeck A/S | Verfahren zur herstellung von citalopram |
| FR2805812A1 (fr) | 2000-02-24 | 2001-09-07 | Lundbeck & Co As H | Procede de preparation du citalopram |
| NL1017417C1 (nl) | 2000-03-03 | 2001-03-16 | Lundbeck & Co As H | Werkwijze voor de bereiding van Citalopram. |
| PL360110A1 (en) | 2000-03-13 | 2004-09-06 | H.Lundbeck A/S | Method for the preparation of citalopram |
| AR034759A1 (es) | 2001-07-13 | 2004-03-17 | Lundbeck & Co As H | Metodo para la preparacion de escitalopram |
| EA006213B1 (ru) | 2001-07-31 | 2005-10-27 | Х. Лундбекк А/С | Кристаллическая композиция, содержащая эсциталопрам |
| DE60108105T2 (de) * | 2001-08-02 | 2005-12-08 | Infosint Sa | Verfahren zur Herstellung von 5-substituierten Isobenzofuranen |
| TWI306846B (en) | 2002-08-12 | 2009-03-01 | Lundbeck & Co As H | Method for the separation of intermediates which may be used for the preparation of 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 WO PCT/EP2007/000516 patent/WO2007082771A1/en not_active Ceased
- 2007-01-22 BR BRPI0706735A patent/BRPI0706735B1/pt not_active IP Right Cessation
- 2007-01-22 EA EA200801673A patent/EA016650B1/ru not_active IP Right Cessation
- 2007-01-22 TW TW096102355A patent/TWI387577B/zh not_active IP Right Cessation
- 2007-01-22 JP JP2008550696A patent/JP5081163B2/ja not_active Expired - Fee Related
- 2007-01-22 AU AU2007207103A patent/AU2007207103B2/en not_active Ceased
- 2007-01-22 SI SI200730634T patent/SI1966127T1/sl unknown
- 2007-01-22 AT AT07702933T patent/ATE504558T1/de active
- 2007-01-22 KR KR1020087017910A patent/KR101379154B1/ko not_active Expired - Fee Related
- 2007-01-22 US US12/223,096 patent/US8288569B2/en not_active Expired - Fee Related
- 2007-01-22 CN CN2007800029031A patent/CN101460448B/zh not_active Expired - Fee Related
- 2007-01-22 ES ES07702933T patent/ES2364502T3/es active Active
- 2007-01-22 DE DE602007013690T patent/DE602007013690D1/de active Active
- 2007-01-22 HR HR20110492T patent/HRP20110492T1/hr unknown
- 2007-01-22 EP EP07702933A patent/EP1966127B1/de active Active
- 2007-01-22 CA CA2636256A patent/CA2636256C/en not_active Expired - Fee Related
- 2007-01-22 PL PL07702933T patent/PL1966127T3/pl unknown
-
2008
- 2008-07-03 IL IL192628A patent/IL192628A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP1966127B1 (de) | 2011-04-06 |
| IL192628A (en) | 2013-04-30 |
| EA016650B1 (ru) | 2012-06-29 |
| KR101379154B1 (ko) | 2014-04-11 |
| AU2007207103B2 (en) | 2011-01-06 |
| BRPI0706735B1 (pt) | 2016-11-22 |
| WO2007082771A1 (en) | 2007-07-26 |
| CA2636256C (en) | 2014-04-29 |
| TW200800858A (en) | 2008-01-01 |
| KR20080090444A (ko) | 2008-10-08 |
| ES2364502T3 (es) | 2011-09-05 |
| CN101460448B (zh) | 2013-05-15 |
| DE602007013690D1 (de) | 2011-05-19 |
| JP5081163B2 (ja) | 2012-11-21 |
| AU2007207103A1 (en) | 2007-07-26 |
| PL1966127T3 (pl) | 2011-10-31 |
| CA2636256A1 (en) | 2007-07-26 |
| HRP20110492T1 (hr) | 2011-07-31 |
| US8288569B2 (en) | 2012-10-16 |
| IL192628A0 (en) | 2009-02-11 |
| JP2009523749A (ja) | 2009-06-25 |
| TWI387577B (zh) | 2013-03-01 |
| EP1966127A1 (de) | 2008-09-10 |
| EA200801673A1 (ru) | 2009-02-27 |
| US20110009648A1 (en) | 2011-01-13 |
| GB0601286D0 (en) | 2006-03-01 |
| CN101460448A (zh) | 2009-06-17 |
| SI1966127T1 (sl) | 2011-08-31 |
| BRPI0706735A2 (pt) | 2011-04-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification |
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