ES420733A1 - A procedure for the preparation of new derivatives of acid, 2, 3-rent (lower) penam-3-carboxilico. (Machine-translation by Google Translate, not legally binding) - Google Patents
A procedure for the preparation of new derivatives of acid, 2, 3-rent (lower) penam-3-carboxilico. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES420733A1 ES420733A1 ES420733A ES420733A ES420733A1 ES 420733 A1 ES420733 A1 ES 420733A1 ES 420733 A ES420733 A ES 420733A ES 420733 A ES420733 A ES 420733A ES 420733 A1 ES420733 A1 ES 420733A1
- Authority
- ES
- Spain
- Prior art keywords
- resulting compound
- produce
- formula
- amino
- acylamino
- 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
- 238000000034 method Methods 0.000 title abstract 3
- 239000002253 acid Substances 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 19
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 8
- 125000004442 acylamino group Chemical group 0.000 abstract 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 239000003795 chemical substances by application Substances 0.000 abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 125000006239 protecting group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 230000001012 protector Effects 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D499/21—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
-
- 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
-
- 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)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A procedure for the preparation of new 2,3-lower-alkylene-penam-3-carboxylic acid derivatives of general formula: **(See formula)** where R1 is amino or a substituted amino, R2 is carboxy or a protected carboxy, R3 is a lower alkyl, R2 is a lower alkylene and X is -So (see formula), the procedure of which is to react with a base a compound of General Formula: **(See formula)** where R1, R2, R3, R4, and X are the same as defined above, Y is a residue of an acid, and when desired (a) the resulting compound where X is -S- is oxidized to produce the resulting compound where X is (see formula) or (b) reduce the resulting compound where X is (see formula) to produce the resulting compound where X is -S- or (c) the resulting compound where R1 is a protected amino is subjected to a removal reaction of the amino protecting group to produce the resulting compound where R1 is amino or (d) the resulting compound where R1 is acylamino is reacted with an iminohalogenating agent, an iminoheterifying agent, and then an acylating agent, if necessary followed by hydrolysis to produce the resulting compound where P1 is acylamino which is different from the aforementioned acylamino, or (e) is subjected to the resulting compound where R1 is acylamino having an amino protector for the amino protecting group removal reaction to produce the resulting compound where R1 is acylamino having an amino, or (f) the resulting compound where R1 is acylamino having its hydroxy protector is subjected for the removal reaction of the hydroxy protecting group to produce the resulting compound where R1 is acylamino having a hydroxy, or (g) the resulting compound where R2 is a protective carboxy is subjected to the removal reaction of the carboxy-protecting group to produce the resulting compound where R2 is carboxy, or (h) reacting the resulting compound where R1 is the formula: R5-COCOHN- in which R5 is aryl or a semi-carbazide substituted aryl or a salt thereof to produce the resulting compound where R1 has the formula: (see formula) in which R5 is as defined above, or (i) the resulting compound is reacted where X is (see formula) and R1 has the formula: R6-NHCSHN- in which R6 is aryl or a substituted aryl, with an acylating agent under reducing conditions to produce the resulting compound where X is -S- and R1 has the formula: (see formula) in which R6 is as defined above and R7 is an acyl. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11911372A JPS5727115B2 (en) | 1972-11-27 | 1972-11-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES420733A1 true ES420733A1 (en) | 1977-01-01 |
Family
ID=14753227
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES420733A Expired ES420733A1 (en) | 1972-11-27 | 1973-11-21 | A procedure for the preparation of new derivatives of acid, 2, 3-rent (lower) penam-3-carboxilico. (Machine-translation by Google Translate, not legally binding) |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS5727115B2 (en) |
| AT (1) | AT331396B (en) |
| CH (1) | CH599961A5 (en) |
| ES (1) | ES420733A1 (en) |
-
1972
- 1972-11-27 JP JP11911372A patent/JPS5727115B2/ja not_active Expired
-
1973
- 1973-11-19 CH CH1484776A patent/CH599961A5/de not_active IP Right Cessation
- 1973-11-21 AT AT976273A patent/AT331396B/en not_active IP Right Cessation
- 1973-11-21 ES ES420733A patent/ES420733A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5727115B2 (en) | 1982-06-08 |
| AT331396B (en) | 1976-08-25 |
| JPS4975594A (en) | 1974-07-20 |
| ATA976273A (en) | 1975-11-15 |
| CH599961A5 (en) | 1978-06-15 |
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