DK142703B - 3-Acetoxymetyl-7-(4'-karboxybutanamido)-cephalosporin-4-karboxylsyrer eller salte deraf til anvendelse som mellemprodukt ved fremstilling af 7-aminocephalosporinforbindelser samt fremgangsmåde til fremstilling deraf. - Google Patents
3-Acetoxymetyl-7-(4'-karboxybutanamido)-cephalosporin-4-karboxylsyrer eller salte deraf til anvendelse som mellemprodukt ved fremstilling af 7-aminocephalosporinforbindelser samt fremgangsmåde til fremstilling deraf. Download PDFInfo
- Publication number
- DK142703B DK142703B DK300372AA DK300372A DK142703B DK 142703 B DK142703 B DK 142703B DK 300372A A DK300372A A DK 300372AA DK 300372 A DK300372 A DK 300372A DK 142703 B DK142703 B DK 142703B
- Authority
- DK
- Denmark
- Prior art keywords
- acetoxymethyl
- acid
- cephalosporin
- carboxybutanamido
- reaction
- Prior art date
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- 239000003550 marker Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000006140 methanolysis reaction Methods 0.000 description 1
- ZXUQEPZWVQIOJE-UHFFFAOYSA-N methyl 2-chloro-2-oxoacetate Chemical compound COC(=O)C(Cl)=O ZXUQEPZWVQIOJE-UHFFFAOYSA-N 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- VPCDQGACGWYTMC-UHFFFAOYSA-N nitrosyl chloride Chemical compound ClN=O VPCDQGACGWYTMC-UHFFFAOYSA-N 0.000 description 1
- 235000019392 nitrosyl chloride Nutrition 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical class CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- GTCCGKPBSJZVRZ-UHFFFAOYSA-N pentane-2,4-diol Chemical compound CC(O)CC(C)O GTCCGKPBSJZVRZ-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 238000000711 polarimetry Methods 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 239000005049 silicon tetrachloride Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000012064 sodium phosphate buffer Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- PVFOMCVHYWHZJE-UHFFFAOYSA-N trichloroacetyl chloride Chemical class ClC(=O)C(Cl)(Cl)Cl PVFOMCVHYWHZJE-UHFFFAOYSA-N 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/18—7-Aminocephalosporanic or substituted 7-aminocephalosporanic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
- C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
- C07D501/28—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by an aliphatic carboxylic acid, which is substituted by hetero atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2856671 | 1971-06-17 | ||
| GB2856671A GB1388267A (en) | 1971-06-17 | 1971-06-17 | Preparation of antibiotic compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DK142703B true DK142703B (da) | 1980-12-22 |
| DK142703C DK142703C (fr) | 1981-08-31 |
Family
ID=10277653
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK300372AA DK142703B (da) | 1971-06-17 | 1972-06-16 | 3-Acetoxymetyl-7-(4'-karboxybutanamido)-cephalosporin-4-karboxylsyrer eller salte deraf til anvendelse som mellemprodukt ved fremstilling af 7-aminocephalosporinforbindelser samt fremgangsmåde til fremstilling deraf. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3892736A (fr) |
| JP (1) | JPS5512436B1 (fr) |
| AT (1) | AT328610B (fr) |
| BE (1) | BE784982A (fr) |
| CH (1) | CH586710A5 (fr) |
| DE (1) | DE2229591C2 (fr) |
| DK (1) | DK142703B (fr) |
| FR (1) | FR2155207A5 (fr) |
| GB (1) | GB1388267A (fr) |
| NL (1) | NL7208244A (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102010025835B3 (de) * | 2010-07-01 | 2011-10-27 | Wedo Automotive Gmbh | Vorrichtung zur Formgebung und/oder zum mechanischen Entfernen von Ablagerungen sowie eine Schweißelektrode für das Aluminiumschweißen |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3697515A (en) * | 1963-02-18 | 1972-10-10 | Ciba Geigy Corp | Process for splitting the 7-n-acyl group from cephalosporin compounds |
| NL150798B (nl) * | 1967-08-07 | 1976-09-15 | Koninklijke Gist Spiritus | Werkwijze voor de bereiding van 7-aminocefalosoranzuur en derivaten daarvan. |
| US3499909A (en) * | 1966-05-18 | 1970-03-10 | Koninklijke Gist Spiritus | Process for production of 6-aminopenicillanic acid |
| GB1272769A (en) * | 1968-08-02 | 1972-05-03 | Glaxo Lab Ltd | Improvements in or relating to cephalosporin derivatives |
| IE34822B1 (en) * | 1969-12-26 | 1975-08-20 | Univ Osaka | Process for producing 6-amino penicillanic acid |
-
1971
- 1971-06-17 GB GB2856671A patent/GB1388267A/en not_active Expired
-
1972
- 1972-06-12 US US261598A patent/US3892736A/en not_active Expired - Lifetime
- 1972-06-16 JP JP7259605A patent/JPS5512436B1/ja active Pending
- 1972-06-16 DK DK300372AA patent/DK142703B/da unknown
- 1972-06-16 NL NL7208244A patent/NL7208244A/xx not_active Application Discontinuation
- 1972-06-16 BE BE784982A patent/BE784982A/xx not_active IP Right Cessation
- 1972-06-16 AT AT517772A patent/AT328610B/de not_active IP Right Cessation
- 1972-06-16 FR FR7221793A patent/FR2155207A5/fr not_active Expired
- 1972-06-16 DE DE2229591A patent/DE2229591C2/de not_active Expired
- 1972-06-16 CH CH904872A patent/CH586710A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DK142703C (fr) | 1981-08-31 |
| JPS5512436B1 (fr) | 1980-04-02 |
| FR2155207A5 (fr) | 1973-05-18 |
| DE2229591A1 (de) | 1972-12-21 |
| AT328610B (de) | 1976-03-25 |
| DE2229591C2 (de) | 1982-07-08 |
| CH586710A5 (fr) | 1977-04-15 |
| GB1388267A (en) | 1975-03-26 |
| BE784982A (fr) | 1972-12-18 |
| ATA517772A (de) | 1975-06-15 |
| NL7208244A (fr) | 1972-12-19 |
| US3892736A (en) | 1975-07-01 |
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