ES8405761A1 - PROCEDURE FOR THE PREPARATION OF TRANS-1- (1,3-DISUSTITUTED-4-OXO-2-ACETIDINYL ACID DERIVATIVES. - Google Patents
PROCEDURE FOR THE PREPARATION OF TRANS-1- (1,3-DISUSTITUTED-4-OXO-2-ACETIDINYL ACID DERIVATIVES.Info
- Publication number
- ES8405761A1 ES8405761A1 ES518720A ES518720A ES8405761A1 ES 8405761 A1 ES8405761 A1 ES 8405761A1 ES 518720 A ES518720 A ES 518720A ES 518720 A ES518720 A ES 518720A ES 8405761 A1 ES8405761 A1 ES 8405761A1
- Authority
- ES
- Spain
- Prior art keywords
- compound
- formula
- acetidinyl
- trans
- procedure
- 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
- 239000002253 acid Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 230000001681 protective effect Effects 0.000 abstract 2
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical class [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 abstract 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 abstract 1
- -1 PHENYL GROUP Chemical group 0.000 abstract 1
- 150000001242 acetic acid derivatives Chemical class 0.000 abstract 1
- 230000003213 activating effect Effects 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 abstract 1
- RXPRRQLKFXBCSJ-GIVPXCGWSA-N vincamine Chemical group C1=CC=C2C(CCN3CCC4)=C5[C@@H]3[C@]4(CC)C[C@](O)(C(=O)OC)N5C2=C1 RXPRRQLKFXBCSJ-GIVPXCGWSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
- C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D207/28—2-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D411/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D411/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D411/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PROCEDIMIENTO PARA LA PREPARACION DE DERIVADOS DE ACIDO ACETICO TRANS-1-(1,3-DISUSTITUIDO-4-OX O-2-ACETIDINILO).CONSISTE EN: A) ACTIVAR CON ETIL CLOROFORMATO EL GRUPO CARBOXI DEL COMPUESTO DE FORMULA (III) Y A CONTINUACION SE LE HACE REACCIONAR CON DIAZOMETANO PARA OBTENER EL COMPUESTO DE FORMULA (II); B) SOMETER A INTERCAMBIO DE DIAZOCETONA EN PRESENCIA DE AGUA Y EFECTUANDOSE BAJO IRRADIACION CON LUZ ULTRAVIOLETA EL COMPUESTO DE FORMULA (II) PARA DAR EL COMPUESTO DE FORMULA (I), DONDE Y E Y SON UN GRUPO PROTECTOR CARBONILO SEPARABLE, TAL COMO UN GRUPO CETAL O UN TIO-; Y R ES UN GRUPOPROTECTOR AMIDO SEPARABLE, TAL COMO UN GRUPO BENCILO O FENILO.TIENE APLICACION COMO ANTIBIOTICO.PROCEDURE FOR THE PREPARATION OF TRANS-1-(1,3-DISUBSTITUTED-4-OX O-2-ACETIDINYL) ACETIC ACID DERIVATIVES. CONSISTS OF: A) ACTIVATING THE CARBOXY GROUP OF THE COMPOUND OF FORMULA (III) WITH ETHYL CHLOROFORMATE AND CONTINUED, IT IS REACTED WITH DIAZOMETHANE TO OBTAIN THE COMPOUND OF FORMULA (II); B) SUBJECTING THE COMPOUND OF FORMULA (II) TO THE EXCHANGE OF DIAZOCETONE IN THE PRESENCE OF WATER AND CARRYING OUT UNDER IRRADIATION WITH UV LIGHT TO GIVE THE COMPOUND OF FORMULA (I), WHERE AND AND AND AND ARE A SEPARABLE CARBONYL PROTECTIVE GROUP, SUCH AS A CETAL GROUP OR AN UNCLE-; AND R IS A SEPARABLE AMIDO PROTECTIVE GROUP, SUCH AS A BENZYL OR PHENYL GROUP. IT HAS APPLICATION AS AN ANTIBIOTIC.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU814012A HU184495B (en) | 1981-12-30 | 1981-12-30 | Process for preparing new azetidinone-acetic acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8405761A1 true ES8405761A1 (en) | 1984-06-16 |
| ES518720A0 ES518720A0 (en) | 1984-06-16 |
Family
ID=10966505
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES518720A Granted ES518720A0 (en) | 1981-12-30 | 1982-12-30 | PROCEDURE FOR THE PREPARATION OF TRANS-1- (1,3-DISUSTITUTED-4-OXO-2-ACETIDINYL ACID DERIVATIVES. |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS58118566A (en) |
| AT (1) | AT379147B (en) |
| AU (1) | AU554739B2 (en) |
| BE (1) | BE895489A (en) |
| CA (1) | CA1189865A (en) |
| CH (1) | CH655926A5 (en) |
| DE (1) | DE3248672A1 (en) |
| ES (1) | ES518720A0 (en) |
| FI (1) | FI824516L (en) |
| FR (1) | FR2518998B1 (en) |
| GB (1) | GB2112393B (en) |
| GR (1) | GR78428B (en) |
| HU (1) | HU184495B (en) |
| IT (1) | IT1210968B (en) |
| LU (1) | LU84568A1 (en) |
| NL (1) | NL8205064A (en) |
| PL (1) | PL137593B1 (en) |
| SE (1) | SE453083B (en) |
| ZA (1) | ZA829593B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU190404B (en) * | 1982-07-30 | 1986-09-29 | Richter Gedeon Vegyeszeti Gyar Rt,Hu | Process for preparing amino-lactone-carboxylic acid |
| HU187424B (en) * | 1982-11-05 | 1986-01-28 | Richter Gedeon Vegyeszeti Gyar Rt,Hu | Process for preparing new azetidinyl-acetic acids |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT71553B (en) * | 1979-07-23 | 1981-12-14 | Merck & Co Inc | Process for the preparation of thienamycin and intermediates |
| JPS57167964A (en) * | 1981-04-09 | 1982-10-16 | Toyama Chem Co Ltd | Preparation of (4r)-3-substituted-4-(substituted or unsubstituted carboxymethyl)-2-azetidinone derivative |
| JPS57176982A (en) * | 1981-04-24 | 1982-10-30 | Shionogi & Co Ltd | Dioxolanylazetidinone compound, its preparation and use |
-
1981
- 1981-12-30 HU HU814012A patent/HU184495B/en not_active IP Right Cessation
-
1982
- 1982-12-10 AT AT0450782A patent/AT379147B/en not_active IP Right Cessation
- 1982-12-24 JP JP57235006A patent/JPS58118566A/en active Pending
- 1982-12-28 BE BE1/10676A patent/BE895489A/en not_active IP Right Cessation
- 1982-12-29 CH CH7602/82A patent/CH655926A5/en not_active IP Right Cessation
- 1982-12-29 FR FR8221978A patent/FR2518998B1/en not_active Expired
- 1982-12-29 SE SE8207475A patent/SE453083B/en not_active IP Right Cessation
- 1982-12-29 LU LU84568A patent/LU84568A1/en unknown
- 1982-12-30 NL NL8205064A patent/NL8205064A/en not_active Application Discontinuation
- 1982-12-30 IT IT8225060A patent/IT1210968B/en active
- 1982-12-30 FI FI824516A patent/FI824516L/en not_active Application Discontinuation
- 1982-12-30 AU AU91968/82A patent/AU554739B2/en not_active Ceased
- 1982-12-30 GR GR70183A patent/GR78428B/el unknown
- 1982-12-30 CA CA000418739A patent/CA1189865A/en not_active Expired
- 1982-12-30 PL PL1982239885A patent/PL137593B1/en unknown
- 1982-12-30 DE DE19823248672 patent/DE3248672A1/en not_active Withdrawn
- 1982-12-30 ES ES518720A patent/ES518720A0/en active Granted
- 1982-12-30 GB GB08236917A patent/GB2112393B/en not_active Expired
- 1982-12-30 ZA ZA829593A patent/ZA829593B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IT1210968B (en) | 1989-09-29 |
| LU84568A1 (en) | 1984-10-22 |
| FR2518998B1 (en) | 1986-02-28 |
| FR2518998A1 (en) | 1983-07-01 |
| FI824516L (en) | 1983-07-01 |
| DE3248672A1 (en) | 1983-07-07 |
| HU184495B (en) | 1984-08-28 |
| IT8225060A0 (en) | 1982-12-30 |
| JPS58118566A (en) | 1983-07-14 |
| NL8205064A (en) | 1983-07-18 |
| BE895489A (en) | 1983-06-28 |
| AU554739B2 (en) | 1986-09-04 |
| SE8207475D0 (en) | 1982-12-29 |
| PL239885A1 (en) | 1984-01-02 |
| PL137593B1 (en) | 1986-06-30 |
| FI824516A0 (en) | 1982-12-30 |
| GB2112393A (en) | 1983-07-20 |
| SE453083B (en) | 1988-01-11 |
| GB2112393B (en) | 1985-08-14 |
| CA1189865A (en) | 1985-07-02 |
| SE8207475L (en) | 1983-07-01 |
| ZA829593B (en) | 1983-10-26 |
| ATA450782A (en) | 1985-04-15 |
| ES518720A0 (en) | 1984-06-16 |
| GR78428B (en) | 1984-09-27 |
| AU9196882A (en) | 1983-07-07 |
| CH655926A5 (en) | 1986-05-30 |
| AT379147B (en) | 1985-11-25 |
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