HUP0204456A2 - Eljárás (S)-2-acetil-tio-3-fenil-propionsav előállítására - Google Patents
Eljárás (S)-2-acetil-tio-3-fenil-propionsav előállításáraInfo
- Publication number
- HUP0204456A2 HUP0204456A2 HU0204456A HUP0204456A HUP0204456A2 HU P0204456 A2 HUP0204456 A2 HU P0204456A2 HU 0204456 A HU0204456 A HU 0204456A HU P0204456 A HUP0204456 A HU P0204456A HU P0204456 A2 HUP0204456 A2 HU P0204456A2
- Authority
- HU
- Hungary
- Prior art keywords
- phenylpropionic acid
- acetylthio
- acid
- bromo
- preparation
- Prior art date
Links
- UOVSNFYJYANSNI-JTQLQIEISA-N (2s)-2-acetylsulfanyl-3-phenylpropanoic acid Chemical compound CC(=O)S[C@H](C(O)=O)CC1=CC=CC=C1 UOVSNFYJYANSNI-JTQLQIEISA-N 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- WDRSCFNERFONKU-MRVPVSSYSA-N (2r)-2-bromo-3-phenylpropanoic acid Chemical compound OC(=O)[C@H](Br)CC1=CC=CC=C1 WDRSCFNERFONKU-MRVPVSSYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 abstract 2
- 239000005541 ACE inhibitor Substances 0.000 abstract 1
- COLNVLDHVKWLRT-MRVPVSSYSA-N D-phenylalanine Chemical compound OC(=O)[C@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-MRVPVSSYSA-N 0.000 abstract 1
- 229930182832 D-phenylalanine Natural products 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229940044094 angiotensin-converting-enzyme inhibitor Drugs 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- LVRLSYPNFFBYCZ-VGWMRTNUSA-N omapatrilat Chemical compound C([C@H](S)C(=O)N[C@H]1CCS[C@H]2CCC[C@H](N2C1=O)C(=O)O)C1=CC=CC=C1 LVRLSYPNFFBYCZ-VGWMRTNUSA-N 0.000 abstract 1
- 229950000973 omapatrilat Drugs 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- KOUKXHPPRFNWPP-UHFFFAOYSA-N pyrazine-2,5-dicarboxylic acid;hydrate Chemical compound O.OC(=O)C1=CN=C(C(O)=O)C=N1 KOUKXHPPRFNWPP-UHFFFAOYSA-N 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 235000010288 sodium nitrite Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/20—Esters of monothiocarboxylic acids
- C07C327/32—Esters of monothiocarboxylic acids having sulfur atoms of esterified thiocarboxyl groups bound to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/363—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A találmány tárgya: eljárás (S)-2-acetil-tio-3-fenil-propionsavelőállítására, amelyre jellemző, hogy (R)-2-bróm-3-fenil-propionsavattioecetsavval és egy szerves bázissal, pl. trietil-aminnalreagáltatnak. A bázist előnyösen -10 °C és +30 °C közöttihőmérsékleten adják hozzá az (R)-2-bróm-3-fenil-propionsav és atioecetsav keverékéhez. Az (R)-2-bróm-3-fenil-propionsavat előnyösenD-fenil-alaninból kiindulva állítják elő, nátrium-nitrit, HBr és egybromid hozzáadásával, vizes oldatban, -10C és +30 °C közöttihőmérsékleten, majd elkülönítés nélkül alakítják át (S)-2-acetil-tio-3-fenil-propionsavvá. A kapott (S)-2-acetil-tio-3-fenil-propionsavgyógyszerek, különösen ACE- gátlók, amilyen az omapatrilát,előállítására használják fel. Ó
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL1014354A NL1014354C2 (nl) | 2000-02-11 | 2000-02-11 | Werkwijze voor de bereiding van (S) -2-acethylthio-3-fenylpropaanzuur. |
PCT/NL2001/000078 WO2001058865A1 (en) | 2000-02-11 | 2001-02-02 | Method for the preparation of (s)-2-acetylthio-3-phenylpropionic acid |
Publications (1)
Publication Number | Publication Date |
---|---|
HUP0204456A2 true HUP0204456A2 (hu) | 2003-04-28 |
Family
ID=19770798
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0204456A HUP0204456A2 (hu) | 2000-02-11 | 2001-02-02 | Eljárás (S)-2-acetil-tio-3-fenil-propionsav előállítására |
Country Status (10)
Country | Link |
---|---|
US (1) | US20030120102A1 (hu) |
EP (1) | EP1272466A1 (hu) |
JP (1) | JP2003522756A (hu) |
CN (1) | CN1425001A (hu) |
AU (1) | AU2001237790A1 (hu) |
CA (1) | CA2399788A1 (hu) |
CZ (1) | CZ20022710A3 (hu) |
HU (1) | HUP0204456A2 (hu) |
NL (1) | NL1014354C2 (hu) |
WO (1) | WO2001058865A1 (hu) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ATE275129T1 (de) | 2000-03-30 | 2004-09-15 | Ajinomoto Kk | Verfahren zur herstellung von aromatischen acylthiocarbonsäurederivaten |
DE10212198A1 (de) * | 2002-03-19 | 2003-10-02 | Aventis Pharma Gmbh | Ethan-1-diaminium-bis(2R)-2-brom-3-phenylpropanoat), Verfahren zu dessen Herstellung und dessen Verwendung |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5508272A (en) * | 1993-06-15 | 1996-04-16 | Bristol-Myers Squibb Company | Compounds containing a fused bicycle ring and processes therefor |
IT1298267B1 (it) * | 1998-02-18 | 1999-12-20 | Zambon Spa | Procedimento per la preparazione dell'acido (s)-2-acetiltio-3-fenil- propionico e dei suoi sali |
-
2000
- 2000-02-11 NL NL1014354A patent/NL1014354C2/nl not_active IP Right Cessation
-
2001
- 2001-02-02 AU AU2001237790A patent/AU2001237790A1/en not_active Abandoned
- 2001-02-02 WO PCT/NL2001/000078 patent/WO2001058865A1/en not_active Application Discontinuation
- 2001-02-02 HU HU0204456A patent/HUP0204456A2/hu unknown
- 2001-02-02 EP EP01910210A patent/EP1272466A1/en not_active Withdrawn
- 2001-02-02 CZ CZ20022710A patent/CZ20022710A3/cs unknown
- 2001-02-02 JP JP2001558416A patent/JP2003522756A/ja active Pending
- 2001-02-02 CN CN01804780.7A patent/CN1425001A/zh active Pending
- 2001-02-02 US US10/203,698 patent/US20030120102A1/en not_active Abandoned
- 2001-02-02 CA CA002399788A patent/CA2399788A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
AU2001237790A1 (en) | 2001-08-20 |
JP2003522756A (ja) | 2003-07-29 |
CN1425001A (zh) | 2003-06-18 |
WO2001058865A1 (en) | 2001-08-16 |
EP1272466A1 (en) | 2003-01-08 |
CA2399788A1 (en) | 2001-08-16 |
CZ20022710A3 (cs) | 2002-11-13 |
US20030120102A1 (en) | 2003-06-26 |
NL1014354C2 (nl) | 2001-08-14 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CO4480062A1 (es) | Procedimiento para la amplificacion sin transcripcion de a- cidos nucleicos | |
CY1110318T1 (el) | Παραγωγα φαινοξυοξικου οξεος | |
HUP0301723A2 (hu) | Eljárás peptidek előállítására in vitro transzkripciós/transzlációs rendszer alkalmazásával | |
EA200702553A1 (ru) | Способ получения хлоргидрина | |
EA200600621A1 (ru) | Производные тетрагидронафталина, способ их получения и их применение в качестве противовоспалительных средств | |
CY1111327T1 (el) | Υποκατεστημενα παραγωγα κυκλοεξυλοξεικου οξεος | |
DK1373207T3 (da) | Nyt amlodipincamsylat og fremgangsmåde til fremstilling heraf | |
DE502005008867D1 (de) | Verfahren zur herstellung von 2,5-dimethylphenylessigsäure | |
NO20080812L (no) | Fremgangsmate for fremstilling av 4 β-amino-4'demetyl-4-4-desoksy podofyllotoksin | |
HUP0301108A2 (hu) | Oxidációs eljárás a 6alfa, 9alfa-difluor-11béta, 17alfa-dihidroxi-16alfa-metil-androszt-1,4-dien-3-on-17béta-karbonsav intermedier előállítására | |
EA200602187A1 (ru) | Фармацевтическая композиция и способ её получения | |
HUP0301865A2 (hu) | Eljárás leflunomid szintézisére | |
DE60014088D1 (de) | Verfahren zur herstellung von (nitroxymethyl)phenylestern von salicylsäurederivaten | |
HUP0204456A2 (hu) | Eljárás (S)-2-acetil-tio-3-fenil-propionsav előállítására | |
HUP0300761A2 (hu) | Eljárás amorf atorvasztatin-kalcium előállítására | |
ATE321039T1 (de) | Verfahren zur herstellung von losartan und losartan-kaliumsalz | |
ATE302749T1 (de) | Verfahren zur herstellung von 5-aminosalicylsäure | |
EA200100894A1 (ru) | Новый способ получения алендроновой кислоты | |
DE60105822D1 (de) | Verfahren zur herstellung eines bioziden konzentrates | |
HUP0204111A2 (hu) | Új eljárás alfa-(2,4-diszulfo-fenil)-N-terc-butil-nitron és gyógyszerészetileg elfogadható sói előállítására | |
MXPA03001314A (es) | Proceso para la preparacion de alfa'-clorocetonas. | |
HUP0401197A2 (hu) | Eljárás 3-brómmetil-benzoesav-származékok előállítására | |
HUP0204450A2 (hu) | Eljárás (R)-2-bróm-3-fenil-propionsav előállítására | |
ATE410410T1 (de) | Verbessertes verfahren zur herstellung von benzhydrylthioacetamid. | |
HUP0200058A2 (hu) | Eljárás N-(4-trifluor-metil-fenil)-5-metil-izoxazol-4-karboxamid kristályosítására |