Process for preparing a carbapenem antibiotic
US-2017210744-A1 · Jul 27, 2017 · US
Process for preparing a carbapenem antibiotic
US10011603B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10011603-B2 |
| Application number | US-201515129210-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 26, 2015 |
| Priority date | Mar 27, 2014 |
| Publication date | Jul 3, 2018 |
| Grant date | Jul 3, 2018 |
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Abstract
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A process for the preparation of a carbapenem, includes the step of treating a solution of a protected carbapenem with hydrogen gas in the presence of a heterogeneous catalyst to form the carbapenem, wherein the heterogeneous catalyst includes at least two platinum group metals.
First claim
Opening claim text (preview).
The invention claimed is: 1. A process for preparing a carbapenem that is meropenem, imipenem, ertapenem, thienamycin, panipenem, or doripenem, said process comprising the step of treating a solution of a protected carbapenem with hydrogen gas in the presence of a heterogeneous catalyst to form the carbapenem, wherein the protected carbapenem is protected meropenem, protected imipenem, protected ertapenem, protected thienamycin, protected panipenem, or protected doripenem, and the protected carbapenem comprises one or more protecting groups that are an unsubstituted benzyl, substituted benzyl, unsubstituted-carboxybenzyl, substituted-carboxybenzyl, or a combination thereof, and wherein the heterogeneous catalyst is a mixed metal catalyst that (a) is an alloy of the two or more platinum group metals; or (b) comprises at least two platinum group metals deposited on a single solid support. 2. A process according to claim 1 , wherein the heterogeneous catalyst comprises at least two platinum group metals deposited on a single solid support. 3. A process according to claim 2 , wherein the single solid support is carbon, alumina, calcium carbonate, barium carbonate, barium sulfate, titania, silica, zirconia, ceria, or a combination thereof. 4. A process according to claim 2 , wherein the single solid support is activated carbon, carbon black, or graphite. 5. A process according to claim 1 , wherein the at least two platinum group metals are two or more of ruthenium, rhodium, palladium, iridium, or platinum. 6. A process according to claim 5 , wherein the at least two platinum group metals are palladium and platinum. 7. A process according to claim 1 , wherein the solution comprises a solvent that is water, a protic solvent, an aprotic solvent, or a mixture thereof. 8. A process according to claim 7 , wherein the solvent is water, an alcohol solvent, an ether solvent, an ester solvent, a chlorinated solvent, an amide solvent, or a mixture thereof. 9. A process according to claim 7 , wherein the solvent is water, methanol, ethanol, a propanol, a butanol, a pentanol, a hexanol, tetrahydrofuran, 2-methyltetrahydrofuran, dioxane, ethyl acetate, methyl acetate, dichloromethane, dimethylformamide, dimethylacetamide, or mixtures thereof. 10. A process according to claim 1 , wherein the process further comprises a base. 11. A process according to claim 10 , wherein the base is an inorganic or organic base. 12. A process according to claim 11 , wherein the organic base is lutidine. 13. A process according to claim 1 , wherein the protected carbapenem comprises one or more protecting groups that are unsubstituted benzyl, unsubstituted carboxybenzyl, or a combination thereof. 14. A process according to claim 8 , wherein the solvent is water, methanol, ethanol, a propanol, a butanol, a pentanol, a hexanol, tetrahydrofuran, 2-methyltetrahydrofuran, dioxane, ethyl acetate, methyl acetate, dimethylformamide, dimethylacetamide, or a mixture thereof. 15. A process according to claim 1 , wherein the mixed metal catalyst is an alloy of the two or more platinum group metals.
Assignees
Inventors
Classifications
- C07D477/08Primary
Modification of a carboxyl group directly attached in position 2, e.g. esterification · CPC title
Palladium · CPC title
- C07D477/20Primary
Sulfur atoms · CPC title
Platinum · CPC title
Carbon · CPC title
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- What does patent US10011603B2 cover?
- A process for the preparation of a carbapenem, includes the step of treating a solution of a protected carbapenem with hydrogen gas in the presence of a heterogeneous catalyst to form the carbapenem, wherein the heterogeneous catalyst includes at least two platinum group metals.
- Who is the assignee on this patent?
- Johnson Matthey Plc
- What technology area does this patent fall under?
- Primary CPC classification C07D477/08. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Jul 03 2018 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
- What related patents are in patentsdb?
- We list 5 related publications on this page (citations in our corpus or others sharing the same primary CPC).