GB1466710A – Process for producing cephalosporin intermediates
– Google Patents
GB1466710A – Process for producing cephalosporin intermediates
– Google Patents
Process for producing cephalosporin intermediates
Info
Publication number
GB1466710A
GB1466710A
GB5191274A
GB5191274A
GB1466710A
GB 1466710 A
GB1466710 A
GB 1466710A
GB 5191274 A
GB5191274 A
GB 5191274A
GB 5191274 A
GB5191274 A
GB 5191274A
GB 1466710 A
GB1466710 A
GB 1466710A
Authority
GB
United Kingdom
Prior art keywords
acid
phenacyl
oxide
trichloroethyl
reacting
Prior art date
1973-11-29
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
GB5191274A
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co 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.)
1973-11-29
Filing date
1974-11-29
Publication date
1977-03-09
1974-11-29
Application filed by Sumitomo Chemical Co Ltd
filed
Critical
Sumitomo Chemical Co Ltd
1977-03-09
Publication of GB1466710A
publication
Critical
patent/GB1466710A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
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
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
Abstract
1466710 3-Methyl-7-amino-cephem-4-carboxylic acids SUMITOMO CHEMICAL CO Ltd 29 Nov 1974 [29 Nov 1973] 51912/74 Headings C2C and C2P A cephalosporanic acid derivative of the Formula (I) wherein R 2 is an H atom or an ester protective group, is produced by reacting a phosphoramide derivative of Formula (II) wherein R 1 is C 1-4 alkyl, with a phosphorus acid, including orthophosphoric acid, phosphorous acid, phosphonic acid or phosphinic acid and the esters and anhydrides thereof. 2,2,2 – Trichloroethyl – 6# – dimethyl – phosphoramidopenicillanate 1-oxide is obtained by reacting 2,2,2-trichloroethyl-6#-(phenyl-acetamido)-penicillanate 1-oxide with PCl 5 in the presence of dimethylaniline and subsequently treating with methanol; the product is heated in the presence of pyridinium dichloromethane phosphonate to yield 2,2,2-trichloroethyl-3- methyl – 7# – dimethylphosphoramido – 3 – cephem – 4 – carboxylate; phenacyl 6 – aminopenicillanate hydrochloride is reacted with dimethylchlorophosphate in the presence of triethylamine and further with m-chloroperbenzoic acid to give phenacyl 6#-dimethylphosphoramidopenicillanate 1-oxide which on heating with pyridinium dichloromethanephosphonate yields phenacyl 3-methyl-7#-dimethylphosphoramido – ceph – 3 – em – 4 – carboxylate; phenacyl 6# – dimethylphosphoramidopenicillanate – 1- oxide was also obtained by first forming phenacyl 6#-aminopenicillanate 1-oxide and reacting with dimethyl chlorophosphate in the presence of diethylaniline.
GB5191274A
1973-11-29
1974-11-29
Process for producing cephalosporin intermediates
Expired
GB1466710A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
JP48135056A
JPS5084591A
(en)
1973-11-29
1973-11-29
Publications (1)
Publication Number
Publication Date
GB1466710A
true
GB1466710A
(en)
1977-03-09
Family
ID=15142866
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB5191274A
Expired
GB1466710A
(en)
1973-11-29
1974-11-29
Process for producing cephalosporin intermediates
Country Status (21)
Country
Link
US
(1)
US3978053A
(en)
JP
(1)
JPS5084591A
(en)
AR
(1)
AR208681A1
(en)
AT
(1)
AT340044B
(en)
BE
(1)
BE822714A
(en)
CA
(1)
CA1039709A
(en)
CH
(1)
CH596225A5
(en)
CS
(1)
CS181278B2
(en)
DD
(1)
DD120197A5
(en)
DE
(1)
DE2456569A1
(en)
DK
(1)
DK613774A
(en)
ES
(1)
ES432738A1
(en)
FI
(1)
FI346074A
(en)
FR
(1)
FR2272095B1
(en)
GB
(1)
GB1466710A
(en)
HU
(1)
HU168453B
(en)
NL
(1)
NL7415517A
(en)
NO
(1)
NO744290L
(en)
PL
(1)
PL101140B1
(en)
SE
(1)
SE7414943L
(en)
ZA
(1)
ZA747467B
(en)
Cited By (1)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
EP0018155A2
(en)
*
1979-04-09
1980-10-29
Novo Nordisk A/S
Novel cephalosporin compounds, a process for the preparation thereof, pharmaceutical compositions containing the same and the use thereof as a therapeutic agent against a microorganism
Families Citing this family (1)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
JPS5941999B2
(en)
*
1975-07-24
1984-10-11
武田薬品工業株式会社
Method for producing cefem or venam compounds
Family Cites Families (4)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
BE747119A
(en)
*
1969-03-11
1970-09-10
Glaxo Lab Ltd
PROCESS FOR OBTAINING CEPHALOSPORIN COMPOUNDS
GB1312233A
(en)
*
1969-12-05
1973-04-04
Glaxo Lab Ltd
Cephalosporin compounds
YU35448B
(en)
*
1970-02-18
1981-02-28
Koninkl Gist Spiritus
Process for obtaining 7-substituted amino-deacetoxy cephalosporanic acids
US3843637A
(en)
*
1971-05-11
1974-10-22
Bristol Myers Co
Process for rearranging 6-acylamidopenicillanic acid-1-oxides to 7-acyla mido-3-methyl-ceph-3-em-4-carboxylic acids
1973
1973-11-29
JP
JP48135056A
patent/JPS5084591A/ja
active
Pending
1974
1974-11-21
ZA
ZA00747467A
patent/ZA747467B/en
unknown
1974-11-26
DK
DK613774A
patent/DK613774A/da
unknown
1974-11-26
CA
CA214,795A
patent/CA1039709A/en
not_active
Expired
1974-11-26
CS
CS7400008066A
patent/CS181278B2/en
unknown
1974-11-28
HU
HUSU881A
patent/HU168453B/hu
unknown
1974-11-28
BE
BE150956A
patent/BE822714A/en
unknown
1974-11-28
NL
NL7415517A
patent/NL7415517A/en
not_active
Application Discontinuation
1974-11-28
SE
SE7414943A
patent/SE7414943L/xx
unknown
1974-11-28
NO
NO744290A
patent/NO744290L/no
unknown
1974-11-28
PL
PL1974175192A
patent/PL101140B1/en
unknown
1974-11-29
FI
FI3460/74A
patent/FI346074A/fi
unknown
1974-11-29
US
US05/528,313
patent/US3978053A/en
not_active
Expired – Lifetime
1974-11-29
DD
DD182685A
patent/DD120197A5/xx
unknown
1974-11-29
DE
DE19742456569
patent/DE2456569A1/en
not_active
Withdrawn
1974-11-29
FR
FR7439286A
patent/FR2272095B1/fr
not_active
Expired
1974-11-29
GB
GB5191274A
patent/GB1466710A/en
not_active
Expired
1974-11-29
AT
AT957174A
patent/AT340044B/en
not_active
IP Right Cessation
1974-11-29
ES
ES432738A
patent/ES432738A1/en
not_active
Expired
1974-11-29
CH
CH1585174A
patent/CH596225A5/xx
not_active
IP Right Cessation
1974-11-29
AR
AR256685A
patent/AR208681A1/en
active
Cited By (2)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
EP0018155A2
(en)
*
1979-04-09
1980-10-29
Novo Nordisk A/S
Novel cephalosporin compounds, a process for the preparation thereof, pharmaceutical compositions containing the same and the use thereof as a therapeutic agent against a microorganism
EP0018155A3
(en)
*
1979-04-09
1981-05-13
Novo Nordisk A/S
Novel cephalosporin compounds, a process for the preparation thereof, pharmaceutical compositions containing the same and the use thereof as a therapeutic agent against a microorganism
Also Published As
Publication number
Publication date
DK613774A
(en)
1975-07-28
DD120197A5
(en)
1976-06-05
HU168453B
(en)
1976-04-28
SE7414943L
(en)
1975-05-30
AU7590274A
(en)
1976-06-03
ATA957174A
(en)
1977-03-15
DE2456569A1
(en)
1975-06-05
AR208681A1
(en)
1977-02-28
ZA747467B
(en)
1975-12-31
PL101140B1
(en)
1978-12-30
CS181278B2
(en)
1978-03-31
AT340044B
(en)
1977-11-25
CA1039709A
(en)
1978-10-03
BE822714A
(en)
1975-05-28
JPS5084591A
(en)
1975-07-08
ES432738A1
(en)
1977-02-16
US3978053A
(en)
1976-08-31
FI346074A
(en)
1975-05-30
NL7415517A
(en)
1975-06-02
CH596225A5
(en)
1978-03-15
NO744290L
(en)
1975-06-23
FR2272095A1
(en)
1975-12-19
FR2272095B1
(en)
1979-07-06
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Legal Events
Date
Code
Title
Description
1977-07-20
PS
Patent sealed [section 19, patents act 1949]
1981-07-08
PCNP
Patent ceased through non-payment of renewal fee