ES401253A1 - Preparation of 6-demethyl-6-deoxy-6-methylene-11alpha-bromo- tetracyclines and 9-bromo-anhydrotetracyclines - Google Patents
Preparation of 6-demethyl-6-deoxy-6-methylene-11alpha-bromo- tetracyclines and 9-bromo-anhydrotetracyclinesInfo
- Publication number
- ES401253A1 ES401253A1 ES401253A ES401253A ES401253A1 ES 401253 A1 ES401253 A1 ES 401253A1 ES 401253 A ES401253 A ES 401253A ES 401253 A ES401253 A ES 401253A ES 401253 A1 ES401253 A1 ES 401253A1
- Authority
- ES
- Spain
- Prior art keywords
- bromo
- preparation
- 11alpha
- anhydrotetracyclines
- demethyl
- 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
- 239000004098 Tetracycline Substances 0.000 title abstract 2
- 235000019364 tetracycline Nutrition 0.000 title abstract 2
- 229940040944 tetracyclines Drugs 0.000 title 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 2
- NWXMGUDVXFXRIG-WESIUVDSSA-N (4s,4as,5as,6s,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Chemical compound C1=CC=C2[C@](O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]4(O)C(=O)C3=C(O)C2=C1O NWXMGUDVXFXRIG-WESIUVDSSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 229960002180 tetracycline Drugs 0.000 abstract 1
- 229930101283 tetracycline Natural products 0.000 abstract 1
- 150000003522 tetracyclines Chemical class 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Process for the preparation, of tetracycline derivatives and their analogues, characterized in that 11a-bromo-6, 12-hemiketal of the formula **(See formula)** where R = H or OH, obtained by the anhydrous tetracycline-base reaction of the formula, **(See formula)** where R = or OH, with bromine in the presence of bases, they are dehydrated with a mixture of sulfuric acid and an organic solvent or a mixture of sulfuric and acetic acid. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| YU82971A YU36486B (en) | 1971-04-05 | 1971-04-05 | Process for preparing 6-demethyl-6-deoxy-6-methylene-11a-bromo tetracycline |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES401253A1 true ES401253A1 (en) | 1975-02-01 |
Family
ID=25551600
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES401253A Expired ES401253A1 (en) | 1971-04-05 | 1972-03-28 | Preparation of 6-demethyl-6-deoxy-6-methylene-11alpha-bromo- tetracyclines and 9-bromo-anhydrotetracyclines |
Country Status (5)
| Country | Link |
|---|---|
| AT (1) | AT314732B (en) |
| DE (1) | DE2216459A1 (en) |
| ES (1) | ES401253A1 (en) |
| GB (1) | GB1386662A (en) |
| YU (1) | YU36486B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107098825B (en) * | 2017-04-10 | 2019-05-31 | 广东中农联生物制药有限公司 | A kind of high efficiency preparation method of fortimicin |
| CN107056641B (en) * | 2017-04-10 | 2019-05-17 | 河南师范大学 | A kind of preparation method of fortimicin |
-
1971
- 1971-04-05 YU YU82971A patent/YU36486B/en unknown
-
1972
- 1972-03-22 AT AT244172A patent/AT314732B/en not_active IP Right Cessation
- 1972-03-28 ES ES401253A patent/ES401253A1/en not_active Expired
- 1972-04-05 DE DE19722216459 patent/DE2216459A1/en active Pending
- 1972-04-05 GB GB1568872A patent/GB1386662A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| YU82971A (en) | 1982-02-25 |
| GB1386662A (en) | 1975-03-12 |
| DE2216459A1 (en) | 1972-10-12 |
| AT314732B (en) | 1974-04-25 |
| YU36486B (en) | 1984-02-29 |
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