ES2033575A1 - Procedimiento para la resolucion de derivados de acido 3-(4-sustituido-fenil)-glicidico. - Google Patents
Procedimiento para la resolucion de derivados de acido 3-(4-sustituido-fenil)-glicidico.Info
- Publication number
- ES2033575A1 ES2033575A1 ES919101192A ES9101192A ES2033575A1 ES 2033575 A1 ES2033575 A1 ES 2033575A1 ES 919101192 A ES919101192 A ES 919101192A ES 9101192 A ES9101192 A ES 9101192A ES 2033575 A1 ES2033575 A1 ES 2033575A1
- Authority
- ES
- Spain
- Prior art keywords
- resolution
- phenyl
- substituted
- acid derivatives
- glycidic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D281/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D281/02—Seven-membered rings
- C07D281/04—Seven-membered rings having the hetero atoms in positions 1 and 4
- C07D281/08—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D281/10—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with one six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/26—Separation; Purification; Stabilisation; Use of additives
- C07C319/28—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
PROCEDIMIENTO PARA LA RESOLUCION CINETICA DE MEZCLAS ENANTIOMERICAS CIS O TRANS DE LOS COMPUESTOS DE FORMULA (III-A), EN DONDE R3 REPRESENTA UN ALCOXI C1-18 LINEAL O RAMIFICADO, UN BENCILOXILO O UN GRUPO AMINO, MONO O DIALQUILAMINO, EN DONDE LA FRACCION ALQUILO TIENE 1-6 ATOMOS DE CARBONO; X REPRESENTA UN METOXI O GRUPO TRANSFORMABLE EN MEYOXI ELEGIDO ENTRE EL GRUPO FORMADO POR HIDROXI E HIDROXI PROTEGIDO COMO BENCILOXI. EL PROCEDIMIENTO CONSISTE EN HACER REACCIONAR LA MEZCLA RACEMICA DE COMPUESTOS DE FORMULA (III-A), CON UN TIOFENOL DE FORMULA (II-A). LA REACCION SE REALIZA EN PRESENCIA DE UNA CANTIDAD CATALITICA DE UNA AMINA TERCIARIA OPTICAMENTE ACTIVA, EN UN DISOLVENTE INERTE, Y A TEMPERATURA ENTRE -20 C Y +30 C. ESTOS COMPUESTOS SE UTILIZAN COMO INTERMEDIARIOS EN LA PREPARACION DE COMPUESTOS ACTIVOS SOBRE EL SISTEMA CARDIOVASCULAR.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT20349A IT1240651B (it) | 1990-05-17 | 1990-05-17 | Processo per la risoluzione di derivati glicidici |
Publications (2)
Publication Number | Publication Date |
---|---|
ES2033575A1 true ES2033575A1 (es) | 1993-03-16 |
ES2033575B1 ES2033575B1 (es) | 1994-02-01 |
Family
ID=11165943
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES919101192A Expired - Fee Related ES2033575B1 (es) | 1990-05-17 | 1991-05-16 | Procedimiento para la resolucion de derivados de acido 3-(4-sustituido-fenil)-glicidico. |
Country Status (13)
Country | Link |
---|---|
US (1) | US5198557A (es) |
JP (1) | JP3122953B2 (es) |
AT (1) | AT401055B (es) |
BE (1) | BE1004850A3 (es) |
CA (1) | CA2041305C (es) |
CH (1) | CH682075A5 (es) |
DE (1) | DE4115698C2 (es) |
ES (1) | ES2033575B1 (es) |
FR (1) | FR2662161B1 (es) |
GB (1) | GB2244055B (es) |
IT (1) | IT1240651B (es) |
NL (1) | NL194273C (es) |
SE (1) | SE509298C2 (es) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2658513B1 (fr) * | 1990-02-21 | 1994-02-04 | Rhone Poulenc Sante | Procede de preparation de l'acide cis-beta-phenylglycidique-(2r,3r). |
IT1249777B (it) * | 1990-05-17 | 1995-03-18 | Zambon Spa | Processo per la preparazione di intermedi per la sintesi del diltiazem |
DE4209497A1 (de) * | 1992-03-24 | 1993-09-30 | Basf Ag | Verfahren zur Herstellung von chlorsubstituierten olefinischen Verbindungen |
US6262278B1 (en) * | 1995-03-14 | 2001-07-17 | President And Fellows Of Harvard College | Stereoselective ring opening reactions |
SG72731A1 (en) * | 1996-03-15 | 2000-05-23 | Nabe Seiyaku Co Ltd | Process for preparing optically active trans-3-phenylglycidamide compounds |
US6562966B2 (en) * | 2000-07-31 | 2003-05-13 | Brandeis University | Kinetic resolutions of chiral 2- and 3-substituted carboxylic acids |
US6562967B2 (en) * | 2000-07-31 | 2003-05-13 | Brandeis University | Kinetic resolutions of chiral 2-and-3-substituted carboxylic acids |
US7531662B2 (en) * | 2003-06-11 | 2009-05-12 | Brandeis University | Cinchona-alkaloid-based catalysts, and asymmetric alcoholysis of cyclic anhydrides using them |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0320532A1 (en) * | 1986-07-15 | 1989-06-21 | Nihon Iyakuhin Kogyo Co., Ltd. | Novel optically active carboxylic acid derivative l-lysine salt and process for production thereof |
EP0342903A1 (en) * | 1988-05-18 | 1989-11-23 | MARION LABORATORIES, INC. (a Delaware corporation) | Improved resolution of 3-(4-methoxyphenyl)-glycidic acid with in situ conversion to alkyl esters |
EP0343714A1 (en) * | 1988-05-20 | 1989-11-29 | Dsm N.V. | Phenylglycidate stereoisomers, conversion products thereof with e.g. 2-nitrothiophenol and preparation of diltiazem |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1236467A (en) * | 1967-10-28 | 1971-06-23 | Tanabe Seiyaku Co | Benzothiazepine derivatives |
DE3263466D1 (en) * | 1981-02-27 | 1985-06-20 | Tanabe Seiyaku Co | Novel process for preparing threo-2-hydroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylthio)-propionic ester |
SE449611B (sv) * | 1982-07-09 | 1987-05-11 | Tanabe Seiyaku Co | Sett att framstella 1,5-bensotiazepinderivat |
IT1152721B (it) * | 1982-10-15 | 1987-01-07 | Luso Farmaco Inst | Risoluzione ottica dell'acido dl-alfa-2-idrossi-3-(4-metossifenil)-3-(2-amminofeniltio)propionico |
US4567175A (en) * | 1983-06-03 | 1986-01-28 | Tanabe Seiyaku Co., Ltd. | 8-Chloro-1,5-benzothiazepine derivatives |
JPS6013776A (ja) * | 1983-07-05 | 1985-01-24 | Sawai Seiyaku Kk | 光学活性3−(p−アルコキシフエニル)グリシツド酸誘導体の製造法 |
JPS6013775A (ja) * | 1983-07-05 | 1985-01-24 | Sawai Seiyaku Kk | 光学活性3−(p−アルコキシフエニル)グリシツド酸アルカリ金属塩の製造法 |
US4594342A (en) * | 1984-04-10 | 1986-06-10 | Tanabe Seiyaku Co., Ltd. | 1,5-benzothiazepine derivative |
GB2167063A (en) * | 1984-11-17 | 1986-05-21 | Tanabe Seiyaku Co | 6 or 9-chloro-1, 5-benzothiazepine derivatives |
IT1217988B (it) * | 1988-01-28 | 1990-03-30 | Ind Chimica Profarmaco Spa | Procedimento per la risoluzione ottica di un pacemo |
US4996352A (en) * | 1988-05-10 | 1991-02-26 | Hoffmann-La Roche Inc. | Enantiomers of β-[(2-amino-1-naphthalenyl) thiol]-α-hydroxy-4-methoxybenzene propanoic acid |
US4864058A (en) * | 1988-05-10 | 1989-09-05 | Hoffmann-La Roche Inc. | Process for making optically active naphtho[1,2-b][1,4]thiazepin-4(5H)-ones |
FR2637285B1 (fr) * | 1988-10-03 | 1991-04-12 | Synthelabo | Procede de preparation de derives de l'acide propionique et produits obtenus |
EP0431121B1 (en) * | 1989-06-30 | 1993-08-25 | Richter Gedeon Vegyeszeti Gyar R.T. | Process for the resolution of threo-3-[(2-aminophenyl)-thio]-2-hydroxy-3-(4-methoxy-phenyl)propionic acid |
-
1990
- 1990-05-17 IT IT20349A patent/IT1240651B/it active IP Right Grant
-
1991
- 1991-04-17 CH CH1168/91A patent/CH682075A5/it not_active IP Right Cessation
- 1991-04-24 GB GB9108741A patent/GB2244055B/en not_active Expired - Fee Related
- 1991-04-26 CA CA002041305A patent/CA2041305C/en not_active Expired - Lifetime
- 1991-05-02 JP JP03196239A patent/JP3122953B2/ja not_active Expired - Fee Related
- 1991-05-06 BE BE9100414A patent/BE1004850A3/fr not_active IP Right Cessation
- 1991-05-10 US US07/698,073 patent/US5198557A/en not_active Expired - Lifetime
- 1991-05-14 DE DE4115698A patent/DE4115698C2/de not_active Expired - Fee Related
- 1991-05-14 AT AT0099691A patent/AT401055B/de not_active IP Right Cessation
- 1991-05-15 FR FR919105867A patent/FR2662161B1/fr not_active Expired - Fee Related
- 1991-05-16 NL NL9100853A patent/NL194273C/nl not_active IP Right Cessation
- 1991-05-16 ES ES919101192A patent/ES2033575B1/es not_active Expired - Fee Related
- 1991-05-16 SE SE9101483A patent/SE509298C2/sv not_active IP Right Cessation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0320532A1 (en) * | 1986-07-15 | 1989-06-21 | Nihon Iyakuhin Kogyo Co., Ltd. | Novel optically active carboxylic acid derivative l-lysine salt and process for production thereof |
EP0342903A1 (en) * | 1988-05-18 | 1989-11-23 | MARION LABORATORIES, INC. (a Delaware corporation) | Improved resolution of 3-(4-methoxyphenyl)-glycidic acid with in situ conversion to alkyl esters |
EP0343714A1 (en) * | 1988-05-20 | 1989-11-29 | Dsm N.V. | Phenylglycidate stereoisomers, conversion products thereof with e.g. 2-nitrothiophenol and preparation of diltiazem |
Non-Patent Citations (1)
Title |
---|
Journal of Organic Chemistry, vol.31,n5,may.1966, (Easton,US), K. Harada: "Optical resolution and absolute configuration of trans-beta-phenylglycidyc acid", pag. 1407-1410 * |
Also Published As
Publication number | Publication date |
---|---|
BE1004850A3 (fr) | 1993-02-09 |
CA2041305C (en) | 2000-12-12 |
FR2662161A1 (fr) | 1991-11-22 |
SE9101483D0 (sv) | 1991-05-16 |
SE509298C2 (sv) | 1999-01-11 |
US5198557A (en) | 1993-03-30 |
SE9101483L (sv) | 1991-11-18 |
NL194273B (nl) | 2001-07-02 |
JPH0616652A (ja) | 1994-01-25 |
ES2033575B1 (es) | 1994-02-01 |
DE4115698A1 (de) | 1991-11-21 |
IT9020349A1 (it) | 1991-11-17 |
JP3122953B2 (ja) | 2001-01-09 |
NL194273C (nl) | 2001-11-05 |
FR2662161B1 (fr) | 1993-08-06 |
GB2244055B (en) | 1993-09-22 |
IT9020349A0 (it) | 1990-05-17 |
CA2041305A1 (en) | 1991-11-18 |
IT1240651B (it) | 1993-12-17 |
CH682075A5 (es) | 1993-07-15 |
GB9108741D0 (en) | 1991-06-12 |
GB2244055A (en) | 1991-11-20 |
ATA99691A (de) | 1995-10-15 |
AT401055B (de) | 1996-06-25 |
NL9100853A (nl) | 1991-12-16 |
DE4115698C2 (de) | 2001-08-23 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FD1A | Patent lapsed |
Effective date: 20050517 |