ES484763A1 - Un procedimiento para la fabricacion de un producto anti- biotico de acido 6b-acilamino-penicilanico - Google Patents

Un procedimiento para la fabricacion de un producto anti- biotico de acido 6b-acilamino-penicilanico

Info

Publication number
ES484763A1
ES484763A1 ES484763A ES484763A ES484763A1 ES 484763 A1 ES484763 A1 ES 484763A1 ES 484763 A ES484763 A ES 484763A ES 484763 A ES484763 A ES 484763A ES 484763 A1 ES484763 A1 ES 484763A1
Authority
ES
Spain
Prior art keywords
tri
6alkyl
apa
acyl chloride
moles
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
ES484763A
Other languages
English (en)
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.)
Glaxo Group Ltd
Original Assignee
Glaxo Group Ltd
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
Application filed by Glaxo Group Ltd filed Critical Glaxo Group Ltd
Publication of ES484763A1 publication Critical patent/ES484763A1/es
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
    • 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
    • C07D499/04—Preparation
    • C07D499/10—Modification of an amino radical directly attached in position 6
    • C07D499/12—Acylation

Landscapes

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

Abstract

Un procedimiento para la fabricación de un producto antibiótico de ácido 6Beta-acilamino-penicilánico en el que se hace reaccionar ácido 6Beta-amino-penicilánico (6-APA)en un disolvente inerte con un agente de sililación para formar un compuesto sililado de fórmula (I) **(Fórmula)** en la que R1 representa un átomo de hidrógeno o un grupo tri(alcohílo de C1-6)-sililo y R2 representa un grupo tri(alcohilo de c1-6) sililo y el compuesto de fórmula (I) se pone después de ello en contacto con un cloruro de acilo o cloruro de acilo protegido correspondiente al grupo 6- acilamino deseado, se escinden los grupos sililo y se recupera el producto antibiótico deseado, efectuándose la sililación mediante el empleo de una tri(alcohilo de C1-6)silil-urea o tri(alcohilo de C1-6)-halosilano, y haciéndose reaccionar el compuesto de fórmula (I) producido, sin aislamiento intermedio, con el cloruro de acilo o cloruro de acilo protegido, en el que la acilación se efectúa en presencia de una mezcla aceptora dehaluro de hidrógeno que comprende más de 0,15 moles de urea por mol de 6-APA, más de 0,15 moles de bis-tri(alcohilo de C1-6)silil-urea por mol de 6-APA, y más de 0,25 moles de haluro de tri(alcohilo de C1-6)amonio por mol de 6-APA.,
ES484763A 1978-10-06 1979-10-05 Un procedimiento para la fabricacion de un producto anti- biotico de acido 6b-acilamino-penicilanico Expired ES484763A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB7839599 1978-10-06

Publications (1)

Publication Number Publication Date
ES484763A1 true ES484763A1 (es) 1980-06-16

Family

ID=10500170

Family Applications (1)

Application Number Title Priority Date Filing Date
ES484763A Expired ES484763A1 (es) 1978-10-06 1979-10-05 Un procedimiento para la fabricacion de un producto anti- biotico de acido 6b-acilamino-penicilanico

Country Status (16)

Country Link
US (1) US4272438A (es)
JP (1) JPS5551090A (es)
KR (1) KR830001290A (es)
AT (1) AT364848B (es)
AU (1) AU526766B2 (es)
BE (1) BE879221A (es)
CH (1) CH646435A5 (es)
DE (1) DE2940489A1 (es)
DK (1) DK417979A (es)
ES (1) ES484763A1 (es)
FR (1) FR2438049A1 (es)
IT (1) IT1162681B (es)
NL (1) NL7907414A (es)
SE (1) SE7908285L (es)
YU (1) YU242379A (es)
ZA (1) ZA795330B (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5073844A (en) * 1991-01-11 1991-12-17 The Annlouise Partnership Lighted baggage piece
CN102702227A (zh) * 2012-06-12 2012-10-03 河北华日药业有限公司 一种氟氯西林钠的制备方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4181656A (en) * 1976-01-15 1980-01-01 Glaxo Group Limited Manufacture of semi-synthetic penicillin antibiotics
US4182709A (en) * 1976-01-15 1980-01-08 Glaxo Group Limited Manufacture of semi-synthetic penicillin antibiotics

Also Published As

Publication number Publication date
SE7908285L (sv) 1980-05-22
AT364848B (de) 1981-11-25
BE879221A (fr) 1980-04-08
ATA653079A (de) 1981-04-15
YU242379A (en) 1982-10-31
FR2438049A1 (fr) 1980-04-30
IT1162681B (it) 1987-04-01
KR830001290A (ko) 1983-04-30
FR2438049B1 (es) 1982-10-22
ZA795330B (en) 1980-11-26
DE2940489A1 (de) 1980-04-24
AU5150879A (en) 1980-04-17
JPS5551090A (en) 1980-04-14
IT7950468A0 (it) 1979-10-05
CH646435A5 (de) 1984-11-30
US4272438A (en) 1981-06-09
AU526766B2 (en) 1983-01-27
NL7907414A (nl) 1980-04-09
DK417979A (da) 1980-04-07

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