GB1332508A - Method for obtaining 6-d- alpha-amino-phenylacetamido- penicillanic acid - Google Patents

Method for obtaining 6-d- alpha-amino-phenylacetamido- penicillanic acid

Info

Publication number
GB1332508A
GB1332508A GB4987370A GB4987370A GB1332508A GB 1332508 A GB1332508 A GB 1332508A GB 4987370 A GB4987370 A GB 4987370A GB 4987370 A GB4987370 A GB 4987370A GB 1332508 A GB1332508 A GB 1332508A
Authority
GB
United Kingdom
Prior art keywords
acid
substituted
range
preferred
penicillanic acid
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
Application number
GB4987370A
Inventor
Meri S Rabinovich
Galina S Pavljuk
Svetlana P Kurakina
Galina N Kulikova
Elena N Lazareva
Lidiya A Kovaleva
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
VNII ANTIBIOTIKOV
Original Assignee
VNII ANTIBIOTIKOV
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to BE756806D priority Critical patent/BE756806A/en
Priority to FR7036023A priority patent/FR2109178A5/en
Application filed by VNII ANTIBIOTIKOV filed Critical VNII ANTIBIOTIKOV
Priority to GB4987370A priority patent/GB1332508A/en
Priority to DE19702053214 priority patent/DE2053214A1/en
Publication of GB1332508A publication Critical patent/GB1332508A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1332508 Preparation of 6-[D( - )α-aminophenylacetamido]-penicillanic acid VSESOJUZNY NAUCHNO - ISSLEDOVATELSKY INSTITUT ANTIBIOTIKOV 21 Oct 1970 49873/70 Heading C2A 6-[D( - )α-aminophenyl acetamido]-penicillanic acid is manufactured by reacting an N-substituted D( - )-d-aminophenylacetic acid with 6-aminopenicillanic acid and hydrolysing the resulting N - substituted - 6[D( - ) - d - amino - phenylacetamido].penicillanic acid where the hydrolysis is effected in a water-acetone medium. On completion of the reaction the acetone may be distilled off and the residual aqueous solution extracted with an organic solvent, e.g. butyl acetate to obtain the product. The hydrolysis may be effected at a pH within the range 2À0 to 3À5 inclusive. The N-substituted-D( - )-α- aminophenylacetic acid may be obtained by reacting D( - )-α-aminophenylacetic acid with a #-ketoester, a #-dicarbonyl compound or onitrophenyl sulphenyl chloride, and the reaction may be performed at a temperature in the range 20-80‹ C. When a #-ketoester or #-dicarbonyl compound is used the preferred pH is 8 to 8À5 and the preferred temperature is 75‹ to 80‹ C. When the o-nitrophenyl-sulphenyl chloride is used the preferred pH is in the range from 9À0 to 10À0. The sodium salt of the product acid may be obtained by neutralization with a suitable alkali. The acid or sodium salt may be made up into a therapeutic or pharmaceutical composition using a pharmaceutically accept. able carrier.
GB4987370A 1970-09-29 1970-10-21 Method for obtaining 6-d- alpha-amino-phenylacetamido- penicillanic acid Expired GB1332508A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
BE756806D BE756806A (en) 1970-09-29 Process for 6-(d(-)-alpha-amino-phenylacet- - amido)-penicillanic acid
FR7036023A FR2109178A5 (en) 1970-09-29 1970-10-06 Process for 6-(d(-)-alpha-amino-phenylacet- - amido)-penicillanic acid
GB4987370A GB1332508A (en) 1970-09-29 1970-10-21 Method for obtaining 6-d- alpha-amino-phenylacetamido- penicillanic acid
DE19702053214 DE2053214A1 (en) 1970-09-29 1970-10-29 Process for 6-(d(-)-alpha-amino-phenylacet- - amido)-penicillanic acid

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
BE756806 1970-09-29
FR7036023A FR2109178A5 (en) 1970-09-29 1970-10-06 Process for 6-(d(-)-alpha-amino-phenylacet- - amido)-penicillanic acid
GB4987370A GB1332508A (en) 1970-09-29 1970-10-21 Method for obtaining 6-d- alpha-amino-phenylacetamido- penicillanic acid
DE19702053214 DE2053214A1 (en) 1970-09-29 1970-10-29 Process for 6-(d(-)-alpha-amino-phenylacet- - amido)-penicillanic acid

Publications (1)

Publication Number Publication Date
GB1332508A true GB1332508A (en) 1973-10-03

Family

ID=10453845

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4987370A Expired GB1332508A (en) 1970-09-29 1970-10-21 Method for obtaining 6-d- alpha-amino-phenylacetamido- penicillanic acid

Country Status (4)

Country Link
BE (1) BE756806A (en)
DE (1) DE2053214A1 (en)
FR (1) FR2109178A5 (en)
GB (1) GB1332508A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4619785A (en) * 1982-06-29 1986-10-28 Astra Lakemedel Aktiebolag Novel synthesis route for bacampicillin

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4619785A (en) * 1982-06-29 1986-10-28 Astra Lakemedel Aktiebolag Novel synthesis route for bacampicillin

Also Published As

Publication number Publication date
BE756806A (en) 1971-03-29
FR2109178A5 (en) 1972-05-26
DE2053214A1 (en) 1972-05-10

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees