ES8406481A1 - Bicyclic compounds - Google Patents
Bicyclic compoundsInfo
- Publication number
- ES8406481A1 ES8406481A1 ES518724A ES518724A ES8406481A1 ES 8406481 A1 ES8406481 A1 ES 8406481A1 ES 518724 A ES518724 A ES 518724A ES 518724 A ES518724 A ES 518724A ES 8406481 A1 ES8406481 A1 ES 8406481A1
- Authority
- ES
- Spain
- Prior art keywords
- general formula
- image
- group
- compound
- reacted
- 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
- 125000002619 bicyclic group Chemical group 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000006239 protecting group Chemical group 0.000 abstract 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003368 amide group Chemical group 0.000 abstract 1
- 150000001540 azides Chemical class 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000006243 carbonyl protecting group Chemical group 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- -1 diazoacetic acid ester Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical class O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 abstract 1
- 238000006798 ring closing metathesis reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- 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
- 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
- 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
-
- 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
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Bicyclic compounds of the general formula (I), < IMAGE > wherein Y<1> and Y<2> represent a removable carbonyl protecting group, and Q is a C1-5 alkyl group or a substituted benzyl group, are prepared in such a way that a) a compound of the general formula (V), < IMAGE > wherein Y<1> and Y<2> are as defined above and R' is a removable amido protecting group other than phenyl group, is activated on the carboxy group and then reacted with a salt of a malonic acid hemiester, wherein the alcohol component is a C1-5 aliphatic alcohol or a substituted benzyl alcohol, the resulting new compound of the general formula (IV), < IMAGE > wherein R', Q, Y<1> and Y<2> are as defined above, is reacted with a sulfonic azide in the presence of a tertiary amine, or b) a compound of the general formula (V) is activated on its carboxy group and reacted then with a diazoacetic acid ester, thereafter the R' protecting group of a resulting new compound of the general formula (III> < IMAGE > is removed, and the resulting compound of the general formula (II> < IMAGE > is subjected to ring closure to form the desired end-product.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU814016A HU185492B (en) | 1981-12-30 | 1981-12-30 | Process for producing new azetidinyl-butanoates |
Publications (2)
Publication Number | Publication Date |
---|---|
ES518724A0 ES518724A0 (en) | 1984-07-16 |
ES8406481A1 true ES8406481A1 (en) | 1984-07-16 |
Family
ID=10966525
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES518724A Expired ES8406481A1 (en) | 1981-12-30 | 1982-12-30 | Bicyclic compounds |
Country Status (18)
Country | Link |
---|---|
JP (1) | JPS58118589A (en) |
AT (1) | AT376218B (en) |
AU (1) | AU9197282A (en) |
BE (1) | BE895491A (en) |
CA (1) | CA1191854A (en) |
DE (1) | DE3248677A1 (en) |
ES (1) | ES8406481A1 (en) |
FI (1) | FI824521L (en) |
FR (1) | FR2519003A1 (en) |
GB (1) | GB2114123B (en) |
GR (1) | GR77072B (en) |
HU (1) | HU185492B (en) |
IT (1) | IT1218332B (en) |
LU (1) | LU84570A1 (en) |
NL (1) | NL8205066A (en) |
PL (1) | PL239883A1 (en) |
SE (1) | SE8207479L (en) |
ZA (1) | ZA829599B (en) |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4536334A (en) * | 1979-06-28 | 1985-08-20 | Sumitomo Chemical Company, Limited | Preparation of β-lactam derivatives |
IE52147B1 (en) * | 1980-03-27 | 1987-07-08 | Merck & Co Inc | 4-(3-carboxy-2-oxopropyl)-azetidin-2-ones and process for their preparation |
-
1981
- 1981-12-30 HU HU814016A patent/HU185492B/en not_active IP Right Cessation
-
1982
- 1982-12-14 AT AT0453582A patent/AT376218B/en not_active IP Right Cessation
- 1982-12-28 JP JP57235160A patent/JPS58118589A/en active Pending
- 1982-12-28 BE BE1/10678A patent/BE895491A/en not_active IP Right Cessation
- 1982-12-29 LU LU84570A patent/LU84570A1/en unknown
- 1982-12-29 FR FR8221979A patent/FR2519003A1/en active Pending
- 1982-12-29 SE SE8207479A patent/SE8207479L/en not_active Application Discontinuation
- 1982-12-30 ZA ZA829599A patent/ZA829599B/en unknown
- 1982-12-30 DE DE19823248677 patent/DE3248677A1/en not_active Withdrawn
- 1982-12-30 NL NL8205066A patent/NL8205066A/en not_active Application Discontinuation
- 1982-12-30 FI FI824521A patent/FI824521L/en not_active Application Discontinuation
- 1982-12-30 ES ES518724A patent/ES8406481A1/en not_active Expired
- 1982-12-30 GB GB08236913A patent/GB2114123B/en not_active Expired
- 1982-12-30 AU AU91972/82A patent/AU9197282A/en not_active Abandoned
- 1982-12-30 CA CA000418743A patent/CA1191854A/en not_active Expired
- 1982-12-30 GR GR70189A patent/GR77072B/el unknown
- 1982-12-30 IT IT25064/82A patent/IT1218332B/en active
- 1982-12-30 PL PL23988382A patent/PL239883A1/en unknown
Also Published As
Publication number | Publication date |
---|---|
PL239883A1 (en) | 1984-01-02 |
DE3248677A1 (en) | 1983-07-07 |
FI824521A0 (en) | 1982-12-30 |
FI824521L (en) | 1983-07-01 |
GB2114123B (en) | 1985-10-02 |
AU9197282A (en) | 1983-07-07 |
ES518724A0 (en) | 1984-07-16 |
BE895491A (en) | 1983-06-28 |
SE8207479L (en) | 1983-07-01 |
LU84570A1 (en) | 1984-10-22 |
IT8225064A0 (en) | 1982-12-30 |
IT1218332B (en) | 1990-04-12 |
CA1191854A (en) | 1985-08-13 |
ZA829599B (en) | 1983-10-26 |
JPS58118589A (en) | 1983-07-14 |
FR2519003A1 (en) | 1983-07-01 |
HU185492B (en) | 1985-02-28 |
GB2114123A (en) | 1983-08-17 |
AT376218B (en) | 1984-10-25 |
NL8205066A (en) | 1983-07-18 |
GR77072B (en) | 1984-09-05 |
SE8207479D0 (en) | 1982-12-29 |
ATA453582A (en) | 1984-03-15 |
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