ATE209179T1 - Asymmetrische synthese von chiralen beta- aminosäuren - Google Patents
Asymmetrische synthese von chiralen beta- aminosäurenInfo
- Publication number
- ATE209179T1 ATE209179T1 AT97932388T AT97932388T ATE209179T1 AT E209179 T1 ATE209179 T1 AT E209179T1 AT 97932388 T AT97932388 T AT 97932388T AT 97932388 T AT97932388 T AT 97932388T AT E209179 T1 ATE209179 T1 AT E209179T1
- Authority
- AT
- Austria
- Prior art keywords
- amino
- trimethylsilyl
- pentynoate
- dimethylethyl
- produce
- Prior art date
Links
- 238000011914 asymmetric synthesis Methods 0.000 title 1
- 150000001576 beta-amino acids Chemical class 0.000 title 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 125000001639 phenylmethylene group Chemical group [H]C(=*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 2
- JQWHASGSAFIOCM-UHFFFAOYSA-M sodium periodate Chemical compound [Na+].[O-]I(=O)(=O)=O JQWHASGSAFIOCM-UHFFFAOYSA-M 0.000 abstract 2
- IJXJGQCXFSSHNL-MRVPVSSYSA-N (2s)-2-amino-2-phenylethanol Chemical compound OC[C@@H](N)C1=CC=CC=C1 IJXJGQCXFSSHNL-MRVPVSSYSA-N 0.000 abstract 1
- LJRWLSKYGWLYIM-UHFFFAOYSA-N 3-trimethylsilylprop-2-ynal Chemical compound C[Si](C)(C)C#CC=O LJRWLSKYGWLYIM-UHFFFAOYSA-N 0.000 abstract 1
- OWVBKVUUDMFVCR-UHFFFAOYSA-M bromozinc(1+);tert-butyl acetate Chemical compound Br[Zn+].CC(C)(C)OC([CH2-])=O OWVBKVUUDMFVCR-UHFFFAOYSA-M 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/30—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and unsaturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/30—Preparation of optical isomers
- C07C227/32—Preparation of optical isomers by stereospecific synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/55—Acids; Esters
-
- 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
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2163196P | 1996-07-12 | 1996-07-12 | |
| PCT/US1997/011366 WO1998002410A1 (en) | 1996-07-12 | 1997-07-10 | Asymetric synthesis of chiral beta-amino acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE209179T1 true ATE209179T1 (de) | 2001-12-15 |
Family
ID=21805290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT97932388T ATE209179T1 (de) | 1996-07-12 | 1997-07-10 | Asymmetrische synthese von chiralen beta- aminosäuren |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US5840961A (de) |
| EP (1) | EP0912495B1 (de) |
| JP (1) | JP2000514809A (de) |
| CN (1) | CN1119321C (de) |
| AT (1) | ATE209179T1 (de) |
| AU (1) | AU3586097A (de) |
| CA (1) | CA2258712C (de) |
| DE (1) | DE69709742T2 (de) |
| DK (1) | DK0912495T3 (de) |
| ES (1) | ES2167758T3 (de) |
| PT (1) | PT912495E (de) |
| TW (1) | TW404936B (de) |
| WO (1) | WO1998002410A1 (de) |
| ZA (1) | ZA976138B (de) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU7359198A (en) * | 1997-05-01 | 1998-11-27 | G.D. Searle & Co. | Method and apparatus for preparation of chiral beta amino acids |
| ZA991105B (en) * | 1998-03-04 | 2000-02-11 | Searle & Co | Synthesis of chiral beta-amino acids. |
| CZ20012321A3 (cs) | 1998-12-23 | 2002-10-16 | G. D. Searle & Co. | Léčivo s obsahem inhibitoru cyklooxygenázy-2 a inhibitoru matricové metaloproteinázy pro kombinační terapii při léčení neoplasie |
| CZ20013403A3 (cs) | 1999-03-22 | 2002-07-17 | Ortho-Mcneil Pharmaceutical, Inc. | Způsob přípravy kyseliny 3S-3-amino-3-arylpropionové a jejich derivátů |
| HK1046272A1 (zh) | 1999-03-22 | 2003-01-03 | 奥索-麦克尼尔药品公司 | 制备[S-(R*,S*)]-β-[[[1-[1-氧代-3-(4-(哌啶基)丙基]-3-哌啶基]羰基]氨基]-3-吡啶丙酸及其衍生物的方法 |
| MXPA01009617A (es) | 1999-03-22 | 2003-07-21 | Johnson & Johnson | Sisntesis de propanoatos de 3-amino-3-arilo. |
| NL1013789C2 (nl) * | 1999-12-08 | 2001-06-12 | Dsm Nv | Werkwijze voor de bereiding van enantiomeer verrijkte verbindingen. |
| HUP0204424A3 (en) | 1999-12-08 | 2005-05-30 | Dsm Ip Assets Bv | Method for the preparation of enantiomerically enriched compounds |
| US6586612B2 (en) * | 2001-11-16 | 2003-07-01 | Crompton Corporation | Process for the preparation of secondary and tertiary amino-functional silanes, iminoorganosilanes and/or imidoorganosilanes |
| CA2700690C (en) * | 2002-01-10 | 2013-09-10 | Takeda Pharmaceutical Company Limited | Process for producing reformatsky reagent in stable form |
| NI200300043A (es) * | 2002-03-28 | 2003-11-05 | Warner Lambert Co | AMINOACIDOS CON AFINIDAD POR LA PROTEINA a2DELTA. |
| CA2540247C (en) * | 2003-09-25 | 2011-01-25 | Warner-Lambert Company Llc | Prodrugs of amino acids with affinity for the .alpha.2.delta.-protein |
| WO2006069798A1 (en) * | 2004-12-28 | 2006-07-06 | Dsm Ip Assets B.V. | Process for the preparation of chiral amines |
| FR2969604B1 (fr) * | 2010-12-23 | 2013-01-18 | Diverchim | Procede de preparation d'acides amines chiraux |
| CA2878469A1 (en) | 2012-07-18 | 2014-01-23 | Saint Louis University | Beta amino acid derivatives as integrin antagonists |
| US8716226B2 (en) | 2012-07-18 | 2014-05-06 | Saint Louis University | 3,5 phenyl-substituted beta amino acid derivatives as integrin antagonists |
| RU2729518C2 (ru) | 2015-12-30 | 2020-08-07 | Сент-Луис Юниверсити | Мета-азациклические производные аминобензойной кислоты в качестве антагонистов пан-интегрина |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5239113A (en) * | 1991-10-15 | 1993-08-24 | Monsanto Company | Substituted β-amino acid derivatives useful as platelet aggregation inhibitors and intermediates thereof |
| US5536869A (en) * | 1995-07-14 | 1996-07-16 | G. D. Searle & Co. | Process for the preparation of ethyl 3S-[4-[[4-(aminoiminomethyl)phenyl]amino]-1,4-dioxobutyl]amino]-4-pentynoate |
-
1997
- 1997-07-10 ES ES97932388T patent/ES2167758T3/es not_active Expired - Lifetime
- 1997-07-10 AU AU35860/97A patent/AU3586097A/en not_active Abandoned
- 1997-07-10 WO PCT/US1997/011366 patent/WO1998002410A1/en not_active Ceased
- 1997-07-10 DE DE69709742T patent/DE69709742T2/de not_active Expired - Fee Related
- 1997-07-10 JP JP10506053A patent/JP2000514809A/ja not_active Ceased
- 1997-07-10 ZA ZA976138A patent/ZA976138B/xx unknown
- 1997-07-10 CN CN97196251A patent/CN1119321C/zh not_active Expired - Fee Related
- 1997-07-10 CA CA002258712A patent/CA2258712C/en not_active Expired - Fee Related
- 1997-07-10 AT AT97932388T patent/ATE209179T1/de not_active IP Right Cessation
- 1997-07-10 DK DK97932388T patent/DK0912495T3/da active
- 1997-07-10 US US08/890,907 patent/US5840961A/en not_active Expired - Lifetime
- 1997-07-10 EP EP97932388A patent/EP0912495B1/de not_active Expired - Lifetime
- 1997-07-10 PT PT97932388T patent/PT912495E/pt unknown
- 1997-07-25 TW TW086109863A patent/TW404936B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JP2000514809A (ja) | 2000-11-07 |
| CA2258712C (en) | 2008-01-08 |
| CA2258712A1 (en) | 1998-01-22 |
| PT912495E (pt) | 2002-04-29 |
| DK0912495T3 (da) | 2002-05-21 |
| ZA976138B (en) | 1998-07-10 |
| EP0912495B1 (de) | 2001-11-21 |
| WO1998002410A1 (en) | 1998-01-22 |
| AU3586097A (en) | 1998-02-09 |
| CN1119321C (zh) | 2003-08-27 |
| ES2167758T3 (es) | 2002-05-16 |
| DE69709742T2 (de) | 2002-08-08 |
| HK1019874A1 (en) | 2000-03-03 |
| US5840961A (en) | 1998-11-24 |
| CN1225084A (zh) | 1999-08-04 |
| DE69709742D1 (de) | 2002-02-21 |
| TW404936B (en) | 2000-09-11 |
| EP0912495A1 (de) | 1999-05-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification | ||
| REN | Ceased due to non-payment of the annual fee |