GB1360006A - Process for producing 6-methylenetetracyclines and 6-deoxytetra cyclines - Google Patents
Process for producing 6-methylenetetracyclines and 6-deoxytetra cyclinesInfo
- Publication number
- GB1360006A GB1360006A GB3012071A GB3012071A GB1360006A GB 1360006 A GB1360006 A GB 1360006A GB 3012071 A GB3012071 A GB 3012071A GB 3012071 A GB3012071 A GB 3012071A GB 1360006 A GB1360006 A GB 1360006A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tetracyclines
- deoxy
- reaction
- demethyl
- chloro
- 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 2
- 239000004098 Tetracycline Substances 0.000 abstract 6
- 229940040944 tetracyclines Drugs 0.000 abstract 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 4
- 235000019364 tetracycline Nutrition 0.000 abstract 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 238000005695 dehalogenation reaction Methods 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- 150000003522 tetracyclines Chemical class 0.000 abstract 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- -1 aliphatic alcohols Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000007857 degradation product Substances 0.000 abstract 1
- 150000003948 formamides Chemical class 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 150000002596 lactones Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910000510 noble metal Inorganic materials 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 229910052703 rhodium Inorganic materials 0.000 abstract 1
- 239000010948 rhodium Substances 0.000 abstract 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PT5410870 | 1970-07-03 | ||
| PT5410670 | 1970-07-03 | ||
| PT5410770 | 1970-07-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1360006A true GB1360006A (en) | 1974-07-17 |
Family
ID=27354088
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3012071A Expired GB1360006A (en) | 1970-07-03 | 1971-06-28 | Process for producing 6-methylenetetracyclines and 6-deoxytetra cyclines |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3849491A (enrdf_load_stackoverflow) |
| CA (1) | CA942743A (enrdf_load_stackoverflow) |
| CH (1) | CH582132A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2131944B2 (enrdf_load_stackoverflow) |
| FR (1) | FR2108191B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1360006A (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0086046A1 (en) * | 1982-01-19 | 1983-08-17 | Plurichemie Anstalt | A process for the preparation of alpha-6-DEOXYTETRACYCLINES |
| US4597904A (en) * | 1983-08-17 | 1986-07-01 | Hovione Inter Ltd. | Process for the preparation of α-6-deoxy-tetracyclines |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK153393C (da) * | 1970-07-03 | 1988-11-28 | Ivan Villax | Fremgangsmaade til fremstilling af metacyklin ved dehalogenering af et syreadditionssalt af 11a-klor-6-desoxy-6-demetyl-6-metylen-5-hydroxytetracyklin |
| GB1459861A (en) * | 1973-06-21 | 1976-12-31 | Pfizer | Process for 11a-dehalogenation of 11a-halotetracyclines |
| YU41093B (en) * | 1978-04-12 | 1986-12-31 | Pliva Pharm & Chem Works | Process for preparing 6-deoxy-5hydroxy-tetracycline |
| PT76061A (en) * | 1982-12-30 | 1983-01-01 | Stable homogeneous hydrogenation rhodium catalyst - useful in high yield prodn. of doxycycline by stereospecific hydrogenation | |
| USRE32535E (en) * | 1982-01-19 | 1987-10-27 | Plurichemie Anstalt | Process for the preparation of α-6-deoxytetracyclines |
| HU188367B (en) * | 1983-09-02 | 1986-04-28 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu | Process for preparing 6-demethy-6-deoxy-6-methylene-5-exytetracycline and 11a-chloro-derivative thereof |
| US7191496B2 (en) * | 2005-02-17 | 2007-03-20 | Preformed Line Products Company | Formed wire dead-end appliance for high temperature linear bodies |
| CN113929592A (zh) * | 2021-12-20 | 2022-01-14 | 山东国邦药业有限公司 | 一种强力霉素中间体的制备方法 |
-
1971
- 1971-06-25 CA CA116,690A patent/CA942743A/en not_active Expired
- 1971-06-26 DE DE19712131944 patent/DE2131944B2/de not_active Ceased
- 1971-06-28 GB GB3012071A patent/GB1360006A/en not_active Expired
- 1971-06-30 CH CH961371A patent/CH582132A5/xx not_active IP Right Cessation
- 1971-07-02 FR FR717124328A patent/FR2108191B1/fr not_active Expired
- 1971-07-02 US US00159458A patent/US3849491A/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0086046A1 (en) * | 1982-01-19 | 1983-08-17 | Plurichemie Anstalt | A process for the preparation of alpha-6-DEOXYTETRACYCLINES |
| FR2530490A1 (fr) * | 1982-01-19 | 1984-01-27 | Plurichemie Anstalt | Procede de preparation de nouveaux catalyseurs contenant du rhodium et leur application |
| US4597904A (en) * | 1983-08-17 | 1986-07-01 | Hovione Inter Ltd. | Process for the preparation of α-6-deoxy-tetracyclines |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2131944B2 (de) | 1973-05-10 |
| CH582132A5 (enrdf_load_stackoverflow) | 1976-11-30 |
| US3849491A (en) | 1974-11-19 |
| CA942743A (en) | 1974-02-26 |
| FR2108191A1 (enrdf_load_stackoverflow) | 1972-05-19 |
| DE2131944A1 (de) | 1972-01-20 |
| FR2108191B1 (enrdf_load_stackoverflow) | 1973-06-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |