HUP9901665A2 - Javított eljárás enantiomer-tiszta 2-azetidinkarbonsav előállítására - Google Patents
Javított eljárás enantiomer-tiszta 2-azetidinkarbonsav előállításáraInfo
- Publication number
- HUP9901665A2 HUP9901665A2 HU9901665A HUP9901665A HUP9901665A2 HU P9901665 A2 HUP9901665 A2 HU P9901665A2 HU 9901665 A HU9901665 A HU 9901665A HU P9901665 A HUP9901665 A HU P9901665A HU P9901665 A2 HUP9901665 A2 HU P9901665A2
- Authority
- HU
- Hungary
- Prior art keywords
- azeoh
- production
- carboxylic acid
- enantiomerically
- improved process
- Prior art date
Links
- IADUEWIQBXOCDZ-VKHMYHEASA-N Azetidine-2-carboxylic acid Natural products OC(=O)[C@@H]1CCN1 IADUEWIQBXOCDZ-VKHMYHEASA-N 0.000 title abstract 5
- IADUEWIQBXOCDZ-UHFFFAOYSA-N azetidine-2-carboxylic acid Chemical compound OC(=O)C1CCN1 IADUEWIQBXOCDZ-UHFFFAOYSA-N 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 abstract 1
- 239000001263 FEMA 3042 Substances 0.000 abstract 1
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 abstract 1
- 229940033123 tannic acid Drugs 0.000 abstract 1
- 235000015523 tannic acid Nutrition 0.000 abstract 1
- 229920002258 tannic acid Polymers 0.000 abstract 1
- 229940095064 tartrate Drugs 0.000 abstract 1
- 230000000476 thermogenic effect Effects 0.000 abstract 1
- 238000011514 vinification Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B57/00—Separation of optically-active compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
A találmány tárgyát enantiőmer-tiszta 2-azetidin-karbőnsav (AzeOH)előállítására szőlgáló eljárás képezi. A találmány szerint AzeOH,őptikailag aktív bőrkősav, egy szerves sav és egy aldehid hőmőgénőldatából őptikailag aktív AzeOH-tartarátőt kristályősítanak ki,amelyből azűtán felszabadítják az enantiőmer-tiszta szabad aminősavat(D- vagy L-AzeOH). Az eljárás alkalmazható AzeOH egyik enantiőmeréneka másik enantiőmerré való kőnvertálására is. ŕ
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE9601600A SE9601600D0 (sv) | 1996-04-26 | 1996-04-26 | Improved process |
Publications (2)
Publication Number | Publication Date |
---|---|
HUP9901665A2 true HUP9901665A2 (hu) | 1999-09-28 |
HUP9901665A3 HUP9901665A3 (en) | 1999-11-29 |
Family
ID=20402360
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU9901665A HUP9901665A3 (en) | 1996-04-26 | 1997-04-22 | Improved process for the production of enantiomerically-pure azetidine-2-carboxylic acid |
Country Status (32)
Country | Link |
---|---|
US (1) | US6143903A (hu) |
EP (1) | EP0906255B1 (hu) |
JP (2) | JP2000509068A (hu) |
KR (1) | KR100447072B1 (hu) |
CN (1) | CN1071292C (hu) |
AR (1) | AR006639A1 (hu) |
AT (1) | ATE200889T1 (hu) |
AU (1) | AU713519B2 (hu) |
BR (1) | BR9708872A (hu) |
CA (1) | CA2253711C (hu) |
CZ (1) | CZ339998A3 (hu) |
DE (1) | DE69704708T2 (hu) |
DK (1) | DK0906255T3 (hu) |
EE (1) | EE9800365A (hu) |
EG (1) | EG20975A (hu) |
ES (1) | ES2158557T3 (hu) |
GR (1) | GR3036303T3 (hu) |
HU (1) | HUP9901665A3 (hu) |
ID (1) | ID16840A (hu) |
IL (1) | IL126717A (hu) |
IN (1) | IN186439B (hu) |
IS (1) | IS4860A (hu) |
MY (1) | MY132450A (hu) |
NO (1) | NO310404B1 (hu) |
NZ (1) | NZ332155A (hu) |
PL (1) | PL329685A1 (hu) |
PT (1) | PT906255E (hu) |
SE (1) | SE9601600D0 (hu) |
SK (1) | SK140898A3 (hu) |
TR (1) | TR199802146T2 (hu) |
WO (1) | WO1997041084A1 (hu) |
ZA (1) | ZA973156B (hu) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE69834276T2 (de) * | 1997-01-24 | 2007-04-12 | Sumitomo Chemical Co. Ltd. | Verfahren zur Verbesserung der optischen Reinheit von Azetidin-2-carbonsäure |
SE9802939D0 (sv) | 1998-09-01 | 1998-09-01 | Astra Ab | New process |
SE9901712D0 (sv) * | 1999-05-11 | 1999-05-11 | Astra Ab | New process |
WO2005103005A1 (ja) * | 2004-04-26 | 2005-11-03 | Astellas Pharma Inc. | β-ピリジルアラニンの光学活性体の選択的製造方法 |
WO2010025968A2 (en) * | 2008-09-05 | 2010-03-11 | Max-Planck-Gesellschaft zur Förderung der Wissenschaften e. V. | Process for enantioseparation of chiral systems with compound formation using two subsequent crystallization steps |
JP2013241339A (ja) * | 2010-09-09 | 2013-12-05 | Mitsubishi Gas Chemical Co Inc | 光学活性アミノ酸の製造方法 |
JP2013241338A (ja) * | 2010-09-09 | 2013-12-05 | Mitsubishi Gas Chemical Co Inc | 光学活性2−アミノ酪酸の製造方法 |
CN103204783B (zh) * | 2013-04-18 | 2015-09-02 | 张家港市华昌药业有限公司 | 一种d-赖氨酸盐酸盐的制备方法 |
WO2016021711A1 (ja) * | 2014-08-07 | 2016-02-11 | 株式会社エーピーアイ コーポレーション | アミノ酸誘導体の製造方法 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE795874A (fr) * | 1972-02-25 | 1973-08-23 | Glaxo Lab Ltd | Procede de preparation d'esters optiquement actifs d'alpha-amino-acides |
JPS5139219B2 (hu) * | 1972-06-08 | 1976-10-26 | ||
US4072698A (en) * | 1976-12-02 | 1978-02-07 | The Upjohn Company | Resolution of aminonitriles |
JPS56104866A (en) * | 1980-01-24 | 1981-08-20 | Mitsubishi Chem Ind Ltd | Production of (2r,4r)-4-alkyl-2-piperidinecarboxylic acid or its l-tartarate salt |
DE3303112A1 (de) * | 1983-01-31 | 1984-08-09 | Hoechst Ag, 6230 Frankfurt | Verfahren zur racemattrennung optisch aktiver bicyclischer imino-(alpha)-carbonsaeuren |
US4923983A (en) * | 1989-07-31 | 1990-05-08 | Eli Lilly And Company | Method of resolving cis 3-amino-4-[2-(2-furyl)eth-1-yl]-1-methoxycarbonylmethyl-azetidin-2-one |
EP0499376A1 (en) * | 1991-01-31 | 1992-08-19 | Hoechst Celanese Corporation | Precipitation-induced asymmetric transformation of chiral alpha-amino acids and salts thereof |
GB9420246D0 (en) * | 1994-10-07 | 1994-11-23 | Chiroscience Ltd | Asymmetric crystallisation |
IN187238B (hu) * | 1995-06-30 | 2002-03-09 | Astra Ab | |
EP0827954B1 (en) * | 1996-09-06 | 2003-06-04 | Sumitomo Chemical Company Limited | Process for producing optically active azetidine-2-carboxylic acid |
-
1996
- 1996-04-26 SE SE9601600A patent/SE9601600D0/xx unknown
-
1997
- 1997-04-14 AR ARP970101487A patent/AR006639A1/es unknown
- 1997-04-14 ZA ZA9703156A patent/ZA973156B/xx unknown
- 1997-04-22 PT PT97921046T patent/PT906255E/pt unknown
- 1997-04-22 EE EE9800365A patent/EE9800365A/xx unknown
- 1997-04-22 AU AU27194/97A patent/AU713519B2/en not_active Ceased
- 1997-04-22 CZ CZ983399A patent/CZ339998A3/cs unknown
- 1997-04-22 AT AT97921046T patent/ATE200889T1/de not_active IP Right Cessation
- 1997-04-22 CN CN97194111A patent/CN1071292C/zh not_active Expired - Fee Related
- 1997-04-22 NZ NZ332155A patent/NZ332155A/xx not_active IP Right Cessation
- 1997-04-22 ES ES97921046T patent/ES2158557T3/es not_active Expired - Lifetime
- 1997-04-22 DE DE69704708T patent/DE69704708T2/de not_active Expired - Lifetime
- 1997-04-22 US US08/913,016 patent/US6143903A/en not_active Expired - Fee Related
- 1997-04-22 KR KR10-1998-0708557A patent/KR100447072B1/ko not_active IP Right Cessation
- 1997-04-22 IL IL12671797A patent/IL126717A/en not_active IP Right Cessation
- 1997-04-22 TR TR1998/02146T patent/TR199802146T2/xx unknown
- 1997-04-22 DK DK97921046T patent/DK0906255T3/da active
- 1997-04-22 BR BR9708872A patent/BR9708872A/pt not_active Application Discontinuation
- 1997-04-22 EP EP97921046A patent/EP0906255B1/en not_active Expired - Lifetime
- 1997-04-22 WO PCT/SE1997/000675 patent/WO1997041084A1/en active IP Right Grant
- 1997-04-22 SK SK1408-98A patent/SK140898A3/sk unknown
- 1997-04-22 HU HU9901665A patent/HUP9901665A3/hu unknown
- 1997-04-22 PL PL97329685A patent/PL329685A1/xx unknown
- 1997-04-22 JP JP9538797A patent/JP2000509068A/ja active Pending
- 1997-04-22 CA CA002253711A patent/CA2253711C/en not_active Expired - Fee Related
- 1997-04-23 MY MYPI97001747A patent/MY132450A/en unknown
- 1997-04-23 EG EG32897A patent/EG20975A/xx active
- 1997-04-24 IN IN1060DE1997 patent/IN186439B/en unknown
- 1997-04-25 ID IDP971396A patent/ID16840A/id unknown
-
1998
- 1998-10-06 IS IS4860A patent/IS4860A/is unknown
- 1998-10-07 NO NO19984681A patent/NO310404B1/no not_active IP Right Cessation
-
2001
- 2001-07-31 GR GR20010401153T patent/GR3036303T3/el unknown
-
2008
- 2008-11-13 JP JP2008290436A patent/JP2009120611A/ja active Pending
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