ES8100301A1 - Prepn. of antibiotic pivcephalexine - by reaction of phenyl glycinyl chloride with a 7-isocyanato cephem carboxylic ester - Google Patents
Prepn. of antibiotic pivcephalexine - by reaction of phenyl glycinyl chloride with a 7-isocyanato cephem carboxylic esterInfo
- Publication number
- ES8100301A1 ES8100301A1 ES486126A ES486126A ES8100301A1 ES 8100301 A1 ES8100301 A1 ES 8100301A1 ES 486126 A ES486126 A ES 486126A ES 486126 A ES486126 A ES 486126A ES 8100301 A1 ES8100301 A1 ES 8100301A1
- Authority
- ES
- Spain
- Prior art keywords
- pivcephalexine
- reaction
- antibiotic
- prepn
- isocyanato
- 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
- 230000003115 biocidal effect Effects 0.000 title abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 title 1
- -1 Pivaloyloxymethyl Chemical group 0.000 abstract 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hcl hcl Chemical compound Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- RJCCVRUTJIZWBE-FYZOBXCZSA-N (6r)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrochloride Chemical compound Cl.OC(=O)C1=CCS[C@@H]2CC(=O)N12 RJCCVRUTJIZWBE-FYZOBXCZSA-N 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 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
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/22—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with radicals containing only hydrogen and carbon atoms, attached in position 3
Abstract
Pivaloyloxymethyl 7-(alpha-amino-alpha-phenylacetamido)-3-methyl-DELTA 3-cephem-4-carboxylate hydrochloride (I) (pivcephalexine) is prepd. by the reaction of phenyl glycinyl chloride hydrochloride (II) on a cephem isocyanate (III). (I) is a known antibiotic. This process gives better yields and a purer product than known methods of making (I).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT23570/79A IT1193478B (en) | 1979-06-14 | 1979-06-14 | PROCEDURE FOR THE PREPARATION OF 7- (L-AMINO-L-PHENYLACETAMIDE) -3-METHYL-3-CEFEM-4-PIVALOYLOXYSIMETYL CARBOXYLATE |
Publications (2)
Publication Number | Publication Date |
---|---|
ES8100301A1 true ES8100301A1 (en) | 1980-11-01 |
ES486126A0 ES486126A0 (en) | 1980-11-01 |
Family
ID=11208216
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES486126A Granted ES486126A0 (en) | 1979-06-14 | 1979-11-19 | PROCEDURE FOR THE PREPARATION OF 7- (AMINO-PHENYLACETAMIDE) -3-METHYL-A3-CEFEM-4-CARBOXYLATE OF PIVALOILOXIMETILO |
Country Status (6)
Country | Link |
---|---|
AR (1) | AR220795A1 (en) |
BE (1) | BE879832A (en) |
DE (1) | DE2946479C2 (en) |
ES (1) | ES486126A0 (en) |
FR (1) | FR2459244A1 (en) |
IT (1) | IT1193478B (en) |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2020209A1 (en) * | 1968-10-09 | 1970-07-10 | Sarath | Antibiotic acylxymethyl 7-(alpha-amino-alpha-phenyl- - acetamido)-3-methyl-delta-3-cephem-4-carboxylates |
CS165353B2 (en) * | 1969-12-18 | 1975-12-22 | ||
BE793191A (en) * | 1971-12-28 | 1973-06-22 | Toyama Chemical Co Ltd | PROCESS FOR PRODUCING 7-ACYLAMIDO-3-CEPHEM-4- CARBOXYLIC ACIDS |
JPS4875590A (en) * | 1972-01-05 | 1973-10-11 |
-
1979
- 1979-06-14 IT IT23570/79A patent/IT1193478B/en active
- 1979-11-05 BE BE0/197974A patent/BE879832A/en not_active IP Right Cessation
- 1979-11-17 DE DE2946479A patent/DE2946479C2/en not_active Expired
- 1979-11-19 ES ES486126A patent/ES486126A0/en active Granted
- 1979-11-20 FR FR7928591A patent/FR2459244A1/en not_active Withdrawn
- 1979-11-22 AR AR278991A patent/AR220795A1/en active
Also Published As
Publication number | Publication date |
---|---|
DE2946479C2 (en) | 1983-05-26 |
AR220795A1 (en) | 1980-11-28 |
IT1193478B (en) | 1988-07-08 |
ES486126A0 (en) | 1980-11-01 |
FR2459244A1 (en) | 1981-01-09 |
DE2946479A1 (en) | 1981-01-15 |
IT7923570A0 (en) | 1979-06-14 |
BE879832A (en) | 1980-03-03 |
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