ES8205767A1 - Un procedimiento para la preparacion de derivados del acido azetidinacetico. - Google Patents
Un procedimiento para la preparacion de derivados del acido azetidinacetico.Info
- Publication number
- ES8205767A1 ES8205767A1 ES498502A ES498502A ES8205767A1 ES 8205767 A1 ES8205767 A1 ES 8205767A1 ES 498502 A ES498502 A ES 498502A ES 498502 A ES498502 A ES 498502A ES 8205767 A1 ES8205767 A1 ES 8205767A1
- Authority
- ES
- Spain
- Prior art keywords
- acyloxyethyl
- oxo
- hydroxyethyl
- preparing
- same
- 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.)
- Expired
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- WKDDRNSBRWANNC-ATRFCDNQSA-N Thienamycin Chemical compound C1C(SCCN)=C(C(O)=O)N2C(=O)[C@H]([C@H](O)C)[C@H]21 WKDDRNSBRWANNC-ATRFCDNQSA-N 0.000 abstract 1
- WKDDRNSBRWANNC-UHFFFAOYSA-N Thienamycin Natural products C1C(SCCN)=C(C(O)=O)N2C(=O)C(C(O)C)C21 WKDDRNSBRWANNC-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 238000006257 total synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/30—Oxygen atoms, e.g. delta-lactones
-
- 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
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
- C07D477/02—Preparation
- C07D477/04—Preparation by forming the ring or condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
-
- 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
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Saccharide Compounds (AREA)
- Pyrane Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE DERIVADOS DE ACIDO AZETIDINACETICO DE FORMULA (I), EN LA QUE R ES HIDROGENO O UN GRUPO PROTECTOR FACILMENTE ESCINDIBLE. CONSISTE EN LA REACCION DE UN COMPUESTO DE FORMULA (II) CON UN COMPUESTO DE FORMULA R1COOH, EN PRESENCIA DE UNA TRIORGANOFOSFINA Y DE UNA AGENTE ACTIVANTE DE LA MISMA, SEGUIDA DE LA REACCION DE HIDROLISIS DEL PRODUCTO OBTENIDO PARA SEPARAR EL GRUPO (I) Y R1 ES TAL QUE EL GRUPO -COR1 ES UN RADICAL ACILO FACILMENTE SEPARABLE. ESTOS COMPUESTOS TIENEN APLICACIONES FARMACOLOGICAS COMO ANTIBIOTICOS.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/112,035 US4287123A (en) | 1980-01-14 | 1980-01-14 | Synthesis of thienamycin via (3SR, 4RS)-3-((RS)-1-acyloxyethyl)-2-oxo-4-azetidineacetate |
Publications (2)
Publication Number | Publication Date |
---|---|
ES498502A0 ES498502A0 (es) | 1982-07-01 |
ES8205767A1 true ES8205767A1 (es) | 1982-07-01 |
Family
ID=22341785
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES498502A Expired ES8205767A1 (es) | 1980-01-14 | 1981-01-14 | Un procedimiento para la preparacion de derivados del acido azetidinacetico. |
Country Status (10)
Country | Link |
---|---|
US (1) | US4287123A (es) |
EP (1) | EP0032400B1 (es) |
JP (2) | JPS56150058A (es) |
AT (1) | ATE8044T1 (es) |
DE (1) | DE3164243D1 (es) |
DK (1) | DK12281A (es) |
ES (1) | ES8205767A1 (es) |
GR (1) | GR73108B (es) |
IE (1) | IE50681B1 (es) |
PT (1) | PT72333B (es) |
Families Citing this family (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4414155A (en) * | 1980-01-14 | 1983-11-08 | Merck & Co., Inc. | Synthesis of thienamycin via esters of (3SR, 4RS)-3-[(SR)-1-hydroxyethyl]-β,2-dioxo-4-azetidinebutanoic acid |
US4383946A (en) * | 1980-03-27 | 1983-05-17 | Merck & Co., Inc. | Process for the preparation of 1-carbapenems and intermediates via silyl-substituted dithioacetals |
AU548727B2 (en) * | 1981-03-12 | 1986-01-02 | Gruppo Lepetit S.P.A. | Beta-lactam acetic acid derivatives |
US4360684A (en) * | 1981-04-08 | 1982-11-23 | Merck & Co., Inc. | Process for the preparation of (2S)-tetrahydro-2α-methyl-6-oxo-4βα-carboxylic acid |
US4473502A (en) * | 1981-04-08 | 1984-09-25 | Merck & Co., Inc. | Synthesis of thienamycin via (3SR, 4RS)-3-[1 (SR)-hydroxyethyl]-2-oxo-4-azetidineacetic acid |
US4454332A (en) * | 1981-04-17 | 1984-06-12 | Merck & Co., Inc. | Hydroxy amino dicarboxylic acids and esters |
DE3276316D1 (en) * | 1981-08-27 | 1987-06-19 | Fujisawa Pharmaceutical Co | Carbapenam compound and processes for the preparation thereof |
CA1190236A (en) * | 1981-10-23 | 1985-07-09 | Edward J.J. Grabowski | Antibiotic synthesis |
HU185081B (en) * | 1981-12-30 | 1984-11-28 | Richter Gedeon Vegyeszet | Process for preparing azetidinone-acetic acid derivatives |
JPS58174376A (ja) * | 1982-04-08 | 1983-10-13 | Toyama Chem Co Ltd | D―ヘキソピラノース誘導体 |
US4710568A (en) * | 1982-04-09 | 1987-12-01 | Bristol-Myers Company | Carbapenem antibiotics |
US4642341A (en) * | 1982-04-09 | 1987-02-10 | Bristol-Myers Company | Carbapenem antibiotics |
US4665170A (en) * | 1982-06-18 | 1987-05-12 | Bristol-Myers Company | Carbapenem antibiotics |
US4536335A (en) * | 1982-06-18 | 1985-08-20 | Bristol-Myers Company | Carbapenem antibiotics |
US4640799A (en) * | 1982-06-18 | 1987-02-03 | Bristol-Myers Company | Carbapenem antibiotics |
HU190404B (en) * | 1982-07-30 | 1986-09-29 | Richter Gedeon Vegyeszeti Gyar Rt,Hu | Process for preparing amino-lactone-carboxylic acid |
JPS5946265A (ja) * | 1982-08-24 | 1984-03-15 | Sankyo Co Ltd | アゼチジノン誘導体の製造法 |
US4732977A (en) * | 1982-09-28 | 1988-03-22 | Bristol Myers Company | Carbapenem antibiotics |
US4746736A (en) * | 1982-09-28 | 1988-05-24 | Bristol-Myers Company | Carbapenem antibiotics |
HU188913B (en) * | 1983-06-23 | 1986-05-28 | Richter Gedeon Vegyeszeti Gyar,Rt,Hu | Process for producing new azetidinyl-acetic acid esters |
HU194203B (en) * | 1984-08-15 | 1988-01-28 | Richter Gedeon Rt | Process for producing amino-lactone |
GB8531638D0 (en) * | 1985-12-23 | 1986-02-05 | Ici Plc | Chemical compounds |
GB8605413D0 (en) * | 1986-03-05 | 1986-04-09 | Ici Plc | Chemical compounds |
US5312914A (en) * | 1987-02-17 | 1994-05-17 | Ciba-Geigy Corp | Process for the manufacture of 4-acetoxy-3-hydroxyethyl-azetidinone |
SG45180A1 (en) * | 1987-02-17 | 1998-01-16 | Ciba Geigy Ag | A process for the manufacture of 4-acetoxy-3- hydroxy-ethyl-azetidinone |
US4894450A (en) * | 1987-05-11 | 1990-01-16 | Merck & Co., Inc. | Process for 2-(aminoalkylthio) carbapenems |
JP2503247B2 (ja) * | 1988-04-01 | 1996-06-05 | 三共株式会社 | アゼチジノン誘導体 |
US5241064A (en) * | 1989-10-02 | 1993-08-31 | Fujisawa Pharmaceutical Co., Ltd. | Enzymatic process for preparing optically active 3-substituted azetidinones |
JPH03123770A (ja) * | 1989-10-06 | 1991-05-27 | Mercian Corp | アゼチジノン誘導体及びその製法 |
ES2194866T3 (es) * | 1993-02-12 | 2003-12-01 | Daiichi Suntory Pharma Co Ltd | Procedimiento para sintetizar derivados de azetidinona sustituidos en posicion 4. |
US5493018A (en) * | 1994-01-25 | 1996-02-20 | Merck & Co., Inc. | Process for synthesizing carbapenem intermediates using a rhodium catalyst and lewis acid |
KR100874589B1 (ko) | 2007-04-18 | 2008-12-16 | 성균관대학교산학협력단 | 페넴 중간체의 제조방법 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3994888A (en) * | 1973-06-18 | 1976-11-30 | Eli Lilly And Company | Cephalosporin cleavage process |
US4008229A (en) * | 1974-07-11 | 1977-02-15 | Eli Lilly And Company | Halo substituted β-lactam antibiotics |
US4008230A (en) * | 1975-10-29 | 1977-02-15 | Eli Lilly And Company | Process for preparing 3-hydroxy cephalosporins |
US4089956A (en) * | 1976-09-08 | 1978-05-16 | Smithkline Corporation | 7-Acylamino-8-oxo-3-oxa-1-azabicyclo[4.2.0]octane-2-carboxylic acid derivatives and bactericidal compositions and use thereof |
FR2404632A1 (fr) * | 1977-09-30 | 1979-04-27 | Kyowa Hakko Kogyo Kk | Nouveaux derives de l'azetidinone et leurs procedures de fabrication |
-
1980
- 1980-01-14 US US06/112,035 patent/US4287123A/en not_active Expired - Lifetime
-
1981
- 1981-01-09 PT PT72333A patent/PT72333B/pt not_active IP Right Cessation
- 1981-01-12 GR GR63844A patent/GR73108B/el unknown
- 1981-01-13 EP EP81100185A patent/EP0032400B1/en not_active Expired
- 1981-01-13 AT AT81100185T patent/ATE8044T1/de not_active IP Right Cessation
- 1981-01-13 DE DE8181100185T patent/DE3164243D1/de not_active Expired
- 1981-01-13 DK DK12281A patent/DK12281A/da not_active Application Discontinuation
- 1981-01-13 IE IE52/81A patent/IE50681B1/en not_active IP Right Cessation
- 1981-01-14 ES ES498502A patent/ES8205767A1/es not_active Expired
- 1981-01-14 JP JP333681A patent/JPS56150058A/ja active Granted
-
1988
- 1988-09-08 JP JP63223655A patent/JPH02170A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS56150058A (en) | 1981-11-20 |
PT72333A (en) | 1981-02-01 |
DK12281A (da) | 1981-07-15 |
JPH0144700B2 (es) | 1989-09-29 |
US4287123A (en) | 1981-09-01 |
JPH02170A (ja) | 1990-01-05 |
PT72333B (en) | 1982-07-23 |
GR73108B (es) | 1984-02-02 |
ES498502A0 (es) | 1982-07-01 |
EP0032400A1 (en) | 1981-07-22 |
IE810052L (en) | 1981-07-14 |
ATE8044T1 (de) | 1984-07-15 |
IE50681B1 (en) | 1986-06-11 |
DE3164243D1 (en) | 1984-07-26 |
EP0032400B1 (en) | 1984-06-20 |
JPH046704B2 (es) | 1992-02-06 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FD1A | Patent lapsed |
Effective date: 19970203 |