IE831931L - Beta-lactams and intermediates. - Google Patents
Beta-lactams and intermediates.Info
- Publication number
- IE831931L IE831931L IE831931A IE193183A IE831931L IE 831931 L IE831931 L IE 831931L IE 831931 A IE831931 A IE 831931A IE 193183 A IE193183 A IE 193183A IE 831931 L IE831931 L IE 831931L
- Authority
- IE
- Ireland
- Prior art keywords
- signifies
- group
- alkenyl
- general formula
- amino
- Prior art date
Links
- 150000003952 β-lactams Chemical class 0.000 title abstract 3
- 239000000543 intermediate Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 230000003287 optical effect Effects 0.000 abstract 4
- 125000002252 acyl group Chemical group 0.000 abstract 3
- -1 amino, azido, phthalimido Chemical group 0.000 abstract 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 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
- C07D205/085—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 with a nitrogen atom directly attached in position 3
-
- 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
- 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
- C07D405/14—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 three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE. Optically uniform beta-lactams of the general formula see diagramm : EP0101598,P12,F5 wherein R**1 signifies lower 2- or 1-alkenyl or a group of the formula -CH2 -CH(OR**4 )2 -CH2 -CHO -CO-CH(OH)2 see diagramm : EP0101598,P13,F1 R**4 signifies lower alkyl, n signifies the number 0 or 1, R**2 signifies amino, azido, phthalimido. ROCO-CH=C(CH3 )-NH- or Z-NH- ; R signifies lower alkyl, Z signifies a readily cleavable acyl group and R**6 and R**7 each signify a lower hydrocarbon residue which optionally contains oxygen and which is attached via a carbon atom, said residues being optionally joined with one another, whereby R**1 signifies lower 2- or 1-alkenyl or one of the groups (a), (c) and (d) when R**2 signifies amino and the residues denotes as lower contain up ot 8 carbon atoms, and the corresponding optical antipodes thereof. 1. Claims for the Contracting State AT A process for the manufacture of optically uniform beta-lactams of the general formula see diagramm : EP0101598,P14,F6 wherein R**1 signifies lower 2- or 1-alkenyl or a group of the formula -CH2 -CH(OR**4 )2 -CH2 -CHO -CO-CH(OH)2 see diagramm : EP0101598,P14,F2 R**4 signifies lower alkyl, n signifies the number 0 or 1, R**2 signifies amino, azido, phthalimido, ROCO-CH=C(CH3 )-NH- or Z-NH- ; R signifies lower alkyl, Z signifies a readily cleavable acyl group and R**6 and R**7 each signify a lower hydrocarbon residue which optionally contains oxygen and which is attached via a carbon atom, said residues being optionally joined with one another, whereby R**1 signifies lower 2- or 1-alkenyl or one of the groups (a), (c) and (d) when R**2 signifies amino and the residues denoted as lower contain up to 8 carbon atoms, and of the corresponding optical antipodes thereof, characterized by reacting a reactive derivative of a carboxylic acid of the general formula R**20 -CH2 -COOH wherein R**20 signifies azido, phthalimido or the group ROCO-CH=C(CH3 )-NH- and R signifies lower alkyl, in the presence of a base with a compound or the general formula see diagramm : EP0101598,P14,F3 wherein R**11 signifies lower 2-alkenyl or one of the groups (a) and (d) defined above and R**6 and R**7 have the above significance, or the corresponding optical antipode thereof to give a compound of the general formula see diagramm : EP0101598,P14,F5 wherein R**11 , R**20 , R**6 and R**7 have the above significance, or the corresponding optical antipode thereof and, if desired, converting a lower 2-alkenyl group present as R**11 into the corresponding 1-alkenyl group or converting a group (a) present as R**11 into the group (b) or (c) or converting a group (d) present as R**11 into the vinyl group, whereby previously or subsequently the group R**20 is converted, if desired, into the amino group and, if desired, this is acylated with a readily cleavable acyl group.
[EP0101598A1]
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH496182 | 1982-08-19 | ||
| CH364383 | 1983-07-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE831931L true IE831931L (en) | 1984-02-19 |
| IE55996B1 IE55996B1 (en) | 1991-03-13 |
Family
ID=25693512
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1931/83A IE55996B1 (en) | 1982-08-19 | 1983-08-18 | Beta-lactams |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0101598B1 (en) |
| JP (1) | JPS5953465A (en) |
| AU (1) | AU564378B2 (en) |
| CA (1) | CA1204746A (en) |
| DE (1) | DE3376319D1 (en) |
| DK (1) | DK378683A (en) |
| IE (1) | IE55996B1 (en) |
| IL (1) | IL69486A (en) |
| NZ (1) | NZ205246A (en) |
| PH (1) | PH22479A (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1251454A (en) * | 1983-01-20 | 1989-03-21 | Gerard Schmid | PROCESS FOR THE MANUFACTURE OF .beta.-LACTAMES |
| DK36784A (en) * | 1983-02-25 | 1984-08-26 | Hoffmann La Roche | PROCEDURE FOR PREPARING CHIRAL ALDEHYDES |
| US4576749A (en) * | 1983-10-03 | 1986-03-18 | E. R. Squibb & Sons, Inc. | 3-Acylamino-1-carboxymethylaminocarbonyl-2-azetidinones |
| EP0171064B1 (en) * | 1984-08-06 | 1995-07-12 | Fujisawa Pharmaceutical Co., Ltd. | Azetidinone derivative and processes for production thereof |
| AU6849687A (en) * | 1986-01-23 | 1987-08-14 | Upjohn Company, The | Antimicrobial n-acyl-2-azetidinones |
| IT1282956B1 (en) * | 1996-05-06 | 1998-04-02 | Opos Biochimica Srl | PROCEDURE FOR THE PREPARATION OF AN AZETIDINONE |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4012383A (en) * | 1975-01-02 | 1977-03-15 | Bristol-Myers Company | Δ2,3 -1,4-morpholine-2-carboxylic acids and derivatives thereof useful in preparation of antibacteria agents |
| AU516665B2 (en) * | 1975-10-06 | 1981-06-18 | Fujisawa Pharmaceutical Co., Ltd | 2-azetidone compounds |
| JPS56125361A (en) * | 1980-03-07 | 1981-10-01 | Sagami Chem Res Center | Azetidinone compound |
| CA1262128A (en) * | 1981-08-27 | 1989-10-03 | Christian N. Hubschwerlen | .beta.-lactams |
-
1983
- 1983-07-29 CA CA000433590A patent/CA1204746A/en not_active Expired
- 1983-08-10 EP EP83107910A patent/EP0101598B1/en not_active Expired
- 1983-08-10 DE DE8383107910T patent/DE3376319D1/en not_active Expired
- 1983-08-12 NZ NZ205246A patent/NZ205246A/en unknown
- 1983-08-12 IL IL69486A patent/IL69486A/en unknown
- 1983-08-15 AU AU17979/83A patent/AU564378B2/en not_active Ceased
- 1983-08-17 PH PH29407A patent/PH22479A/en unknown
- 1983-08-18 IE IE1931/83A patent/IE55996B1/en unknown
- 1983-08-18 JP JP58149722A patent/JPS5953465A/en active Granted
- 1983-08-18 DK DK378683A patent/DK378683A/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0587515B2 (en) | 1993-12-16 |
| IE55996B1 (en) | 1991-03-13 |
| AU1797983A (en) | 1984-02-23 |
| DK378683D0 (en) | 1983-08-18 |
| DE3376319D1 (en) | 1988-05-26 |
| CA1204746A (en) | 1986-05-20 |
| EP0101598A1 (en) | 1984-02-29 |
| EP0101598B1 (en) | 1988-04-20 |
| IL69486A0 (en) | 1983-11-30 |
| PH22479A (en) | 1988-09-12 |
| IL69486A (en) | 1987-07-31 |
| JPS5953465A (en) | 1984-03-28 |
| AU564378B2 (en) | 1987-08-13 |
| NZ205246A (en) | 1986-12-05 |
| DK378683A (en) | 1984-02-20 |
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