SE8303414D0 - IMPROVEMENTS IN THE PREPARATION OF ANTIBIOTICS - Google Patents

IMPROVEMENTS IN THE PREPARATION OF ANTIBIOTICS

Info

Publication number
SE8303414D0
SE8303414D0 SE8303414A SE8303414A SE8303414D0 SE 8303414 D0 SE8303414 D0 SE 8303414D0 SE 8303414 A SE8303414 A SE 8303414A SE 8303414 A SE8303414 A SE 8303414A SE 8303414 D0 SE8303414 D0 SE 8303414D0
Authority
SE
Sweden
Prior art keywords
alpha
reaction
diethylcarbonate
bromo
antibiotics
Prior art date
Application number
SE8303414A
Other languages
Swedish (sv)
Other versions
SE454879B (en
SE8303414L (en
Inventor
L Ratti
D R Palmer
R G Tyson
Original Assignee
Astra Laekemedel Ab
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 claimed from IT22141/82A external-priority patent/IT1190897B/en
Priority claimed from GB838300331A external-priority patent/GB8300331D0/en
Application filed by Astra Laekemedel Ab filed Critical Astra Laekemedel Ab
Publication of SE8303414D0 publication Critical patent/SE8303414D0/en
Publication of SE8303414L publication Critical patent/SE8303414L/en
Priority to SE8702321A priority Critical patent/SE500109C2/en
Publication of SE454879B publication Critical patent/SE454879B/en

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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C68/00—Preparation of esters of carbonic or haloformic acids
    • C07C68/02—Preparation of esters of carbonic or haloformic acids from phosgene or haloformates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/96—Esters of carbonic or haloformic acids
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Communicable Diseases (AREA)
  • Animal Behavior & Ethology (AREA)
  • Oncology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Cephalosporin Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

alpha -Bromo diethylcarbonate is used to prepare ethylcarbonyloxyethyl esters of penicillins and caphalosporins. The amino group in ampicillin can first be protected by reaction with an acetoacetate derivative and the protecting group removed after the esterification step. alpha -Bromo diethylcarbonate can be used without an esterification catalyst and is obtained by reacting acetaldehyde with carbonyl bromide followed by reaction with ethanol or by a halogen exchange reaction with the corresponding alpha -chloro compound.
SE8303414A 1982-06-29 1983-06-15 ALFA-BROMODYTHYL CARBONATE AND ITS USE AS INTERMEDIATE IN PENICILLIN G PREPARATION SE454879B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
SE8702321A SE500109C2 (en) 1982-06-29 1987-06-04 Bacampicillin prepn. from ampicillin via enamine - the enamine is reacted with bromo-di:ethyl carbonate and prod. hydrolysed to form 1-ethoxy-carbonyloxy-ethyl ester of ampicillin

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
IT22141/82A IT1190897B (en) 1982-06-29 1982-06-29 PROCEDURE FOR THE PREPARATION OF THE 1-ETHOXYCARBONYLOXYETHYL ACID ACID 6- (D (-) - ALPHA AMINOALPHA-PHENYLACETAMIDE) -PENICILLANIC
GB8226751 1982-09-20
GB8228622 1982-10-06
GB8232629 1982-11-16
GB838300331A GB8300331D0 (en) 1983-01-07 1983-01-07 Preparation of bromo carbonates

Publications (3)

Publication Number Publication Date
SE8303414D0 true SE8303414D0 (en) 1983-06-15
SE8303414L SE8303414L (en) 1983-12-30
SE454879B SE454879B (en) 1988-06-06

Family

ID=27516485

Family Applications (2)

Application Number Title Priority Date Filing Date
SE8303414A SE454879B (en) 1982-06-29 1983-06-15 ALFA-BROMODYTHYL CARBONATE AND ITS USE AS INTERMEDIATE IN PENICILLIN G PREPARATION
SE9100548A SE503843C2 (en) 1982-06-29 1991-02-26 Process for the preparation of the 1-ethoxycarbonyloxyethyl ester ab 6- (D (-) - α-amino-α-phenyl-acetamido) -penicillanic acid

Family Applications After (1)

Application Number Title Priority Date Filing Date
SE9100548A SE503843C2 (en) 1982-06-29 1991-02-26 Process for the preparation of the 1-ethoxycarbonyloxyethyl ester ab 6- (D (-) - α-amino-α-phenyl-acetamido) -penicillanic acid

Country Status (23)

Country Link
JP (2) JPH0819052B2 (en)
AT (1) AT383128B (en)
AU (1) AU566803B2 (en)
BG (3) BG38336A3 (en)
CH (2) CH657620B (en)
CY (2) CY1520A (en)
DD (1) DD211561A5 (en)
DE (2) DE3348299C2 (en)
DK (3) DK160039C (en)
FI (1) FI79115C (en)
FR (1) FR2543957B1 (en)
GB (3) GB2168050A (en)
GR (1) GR78585B (en)
HU (1) HU191534B (en)
IE (1) IE56712B1 (en)
IL (1) IL68992A (en)
IS (1) IS1361B6 (en)
NL (1) NL194081C (en)
NO (3) NO157696C (en)
NZ (1) NZ204736A (en)
PT (1) PT76944B (en)
SE (2) SE454879B (en)
YU (2) YU43926B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2573756B1 (en) * 1984-11-23 1987-01-16 Poudres & Explosifs Ste Nale PROCESS FOR THE PREPARATION OF BROMO-1 ETHYL AND HYDROCARBYL CARBONATES AND NOVEL BROMO-1 ETHYL AND HYDROCARBYL CARBONATES

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH516593A (en) * 1967-09-29 1971-12-15 Leo Pharm Prod Ltd Alpha amino-benzyl penicillins - useful as oral antibiotics
US3873521A (en) * 1970-09-17 1975-03-25 Astra Laekemedel Ab Esters of {60 -amino penicillins
IE35648B1 (en) * 1970-09-25 1976-04-14 Beecham Group Ltd Penicillins
DE2161420A1 (en) * 1970-12-30 1972-07-27 Toyama Chemical Co. Ltd., Tokio Penicillin derivatives and processes for their preparation
BE784800A (en) * 1971-06-15 1972-10-02 Yamanouchi Pharma Co Ltd PROCESS FOR PREPARING NEW OXYMETHYL ESTERS OF PENICILLIN AND CEPHALOSPORIN
IL41313A (en) * 1972-02-15 1976-08-31 Harrison Ltd Preparation of the lh-and fsh-releasing hormone and compositions containing it
GB1426869A (en) * 1972-03-13 1976-03-03 Astra Laekemedel Ab Penicillins
GB1425571A (en) * 1972-03-13 1976-02-18 Astra Laekemedel Ab Penicillins and cephaosporins
GB1426717A (en) * 1972-03-13 1976-03-03 Astra Laekemedel Ab Penicillins
SE397981B (en) * 1973-02-19 1977-11-28 Astra Laekemedel Ab NEW TETRAALKYLAMMONIUM SALTS OF 6-AMINOPENICILLANIC ACID AND OF BENZYLPENICILLIN INTENDED TO BE USED AS INTERMEDIATE PRODUCTS IN THE PREPARATION OF CERTAIN ESTERS OF 6-AMINOPENICILLANIC ACID AND OF BENZYLPENIC
GB1565656A (en) * 1975-12-13 1980-04-23 Beecham Group Ltd Preparation of substituted penicillin acid esters
GB1598568A (en) * 1977-04-19 1981-09-23 Glaxo Lab Ltd Esters of(6r,7r)-3-carbamoyloxymethyl-7-((z)-2-(fur-2-yl)-2-methoxyiminoacetamido)-ceph-3-em-4-carboxylic acid
JPS5444694A (en) * 1977-09-06 1979-04-09 Kou Kamata Aminobenzylpenicillin derivative
LU84887A1 (en) * 1982-06-30 1984-03-07 Glaxo Group Ltd ANTIBIOTICS OF THE NATURE OF CEPHALOSPORINS AND THEIR PREPARATION PROCESS
EP0108547B1 (en) * 1982-11-04 1989-06-07 Astra Lakemedel Aktiebolag Process for the preparation of the 1'-ethoxycarbonyloxyethyl ester of benzylpenicillin

Also Published As

Publication number Publication date
CH656377A5 (en) 1986-06-30
FI79115C (en) 1989-11-10
CH657620B (en) 1986-09-15
NL194081C (en) 2001-06-05
DK105990D0 (en) 1990-04-30
JPH0543583A (en) 1993-02-23
SE454879B (en) 1988-06-06
NL194081B (en) 2001-02-01
DK167807B1 (en) 1993-12-20
CY1520A (en) 1990-11-16
DK106090A (en) 1990-04-30
NZ204736A (en) 1986-11-12
YU21886A (en) 1987-10-31
GB2169287B (en) 1987-04-08
BG38336A3 (en) 1985-11-15
YU43693B (en) 1989-10-31
DK159821B (en) 1990-12-10
HU191534B (en) 1987-03-30
AU566803B2 (en) 1987-10-29
SE9100548L (en) 1991-02-26
FI79115B (en) 1989-07-31
AT383128B (en) 1987-05-25
DK105990A (en) 1990-04-30
DK106090D0 (en) 1990-04-30
CY1519A (en) 1990-11-16
JPH0717918A (en) 1995-01-20
NO832351L (en) 1983-12-30
SE503843C2 (en) 1996-09-16
PT76944B (en) 1986-04-09
IS1361B6 (en) 1989-05-25
IE831445L (en) 1983-12-29
JPH0819052B2 (en) 1996-02-28
FI832363L (en) 1983-12-30
GB2168050A (en) 1986-06-11
PT76944A (en) 1983-07-01
GR78585B (en) 1984-09-27
GB2169287A (en) 1986-07-09
DE3348299C2 (en) 1990-12-20
NO851255L (en) 1983-12-30
NO851254L (en) 1983-12-30
DK159821C (en) 1991-04-29
DE3322783A1 (en) 1984-02-09
BG37527A3 (en) 1985-06-14
NL8302286A (en) 1984-01-16
DK160039B (en) 1991-01-21
AU1632883A (en) 1984-01-05
GB2168699A (en) 1986-06-25
NO157696C (en) 1988-05-04
FI832363A0 (en) 1983-06-28
YU43926B (en) 1989-12-31
JPH0730082B2 (en) 1995-04-05
YU141583A (en) 1986-06-30
FR2543957B1 (en) 1986-10-24
SE8303414L (en) 1983-12-30
IS2825A7 (en) 1984-07-08
NO157696B (en) 1988-01-25
GB2168699B (en) 1987-04-15
BG38335A3 (en) 1985-11-15
GB8522827D0 (en) 1985-10-23
SE9100548D0 (en) 1991-02-26
IE56712B1 (en) 1991-11-20
DD211561A5 (en) 1984-07-18
ATA238483A (en) 1986-10-15
DK296683D0 (en) 1983-06-28
GB8522826D0 (en) 1985-10-23
DE3322783C2 (en) 1991-01-31
FR2543957A1 (en) 1984-10-12
IL68992A (en) 1991-06-10
GB8528958D0 (en) 1986-01-02
DK160039C (en) 1991-06-10
DK296683A (en) 1983-12-30

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