IL34050A - New cephalosporins useful as intermediates in making cephalexin and improved process for the synthesis of cephalexin - Google Patents

New cephalosporins useful as intermediates in making cephalexin and improved process for the synthesis of cephalexin

Info

Publication number: IL34050A
Authority: IL; Israel
Prior art keywords: ester; group; cephalexin; hydrogen; process according
Prior art date: 1969-03-18

Application number

IL34050A

Other languages

English (en)

Other versions

IL34050A0 (en

Original Assignee

Lilly Co Eli

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.)

1969-03-18

Filing date

1970-03-10

Publication date

1973-02-28

1970-03-10 Application filed by Lilly Co Eli filed Critical Lilly Co Eli

1970-05-21 Publication of IL34050A0 publication Critical patent/IL34050A0/xx

1973-02-28 Publication of IL34050A publication Critical patent/IL34050A/en

Links

238000000034 method Methods 0.000 title claims 11
ZAIPMKNFIOOWCQ-UEKVPHQBSA-N cephalexin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CC=CC=C1 ZAIPMKNFIOOWCQ-UEKVPHQBSA-N 0.000 title claims 9
229940106164 cephalexin Drugs 0.000 title claims 9
229930186147 Cephalosporin Natural products 0.000 title claims 5
229940124587 cephalosporin Drugs 0.000 title claims 5
230000015572 biosynthetic process Effects 0.000 title claims 3
150000001780 cephalosporins Chemical class 0.000 title claims 3
238000003786 synthesis reaction Methods 0.000 title claims 3
239000000543 intermediate Substances 0.000 title 1
150000002148 esters Chemical class 0.000 claims 9
-1 penicillin sulfoxide ester Chemical class 0.000 claims 9
229910052739 hydrogen Inorganic materials 0.000 claims 7
239000001257 hydrogen Substances 0.000 claims 7
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
239000002253 acid Substances 0.000 claims 5
125000004185 ester group Chemical group 0.000 claims 4
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
125000006239 protecting group Chemical group 0.000 claims 4
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 4
230000002378 acidificating effect Effects 0.000 claims 2
125000003277 amino group Chemical group 0.000 claims 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
238000006243 chemical reaction Methods 0.000 claims 2
230000000694 effects Effects 0.000 claims 2
238000010438 heat treatment Methods 0.000 claims 2
238000004519 manufacturing process Methods 0.000 claims 2
HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 claims 2
125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 claims 2
ZGUNAGUHMKGQNY-ZETCQYMHSA-N L-alpha-phenylglycine zwitterion Chemical compound OC(=O)[C@@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-ZETCQYMHSA-N 0.000 claims 1
239000003795 chemical substances by application Substances 0.000 claims 1
150000002431 hydrogen Chemical class 0.000 claims 1
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 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
- 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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Cephalosporin Compounds (AREA)

IL34050A 1969-03-18 1970-03-10 New cephalosporins useful as intermediates in making cephalexin and improved process for the synthesis of cephalexin IL34050A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US80831369A	1969-03-18	1969-03-18

Publications (2)

Publication Number	Publication Date
IL34050A0 IL34050A0 (en)	1970-05-21
IL34050A true IL34050A (en)	1973-02-28

Family

ID=25198435

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL34050A IL34050A (en)	1969-03-18	1970-03-10	New cephalosporins useful as intermediates in making cephalexin and improved process for the synthesis of cephalexin

Country Status (16)

Country	Link
US (1)	US3632850A (de)
JP (1)	JPS5017991B1 (de)
AT (1)	AT305492B (de)
BE (1)	BE747382A (de)
BR (1)	BR6915024D0 (de)
CA (1)	CA985674A (de)
CH (1)	CH554896A (de)
CY (1)	CY708A (de)
DK (1)	DK143342C (de)
ES (1)	ES377688A1 (de)
FR (1)	FR2039032A5 (de)
GB (1)	GB1270633A (de)
IE (1)	IE34181B1 (de)
IL (1)	IL34050A (de)
MY (1)	MY7300494A (de)
NL (1)	NL7003887A (de)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3852281A (en) *	1970-02-18	1974-12-03	Koninklijke Gist Spiritus	Process for the preparation of 7-substituted amino-desacetoxycephalosporanic acid compounds
US3862181A (en) *	1970-10-28	1975-01-21	Squibb & Sons Inc	Process for preparing cephalosporins
US4003894A (en) *	1971-08-17	1977-01-18	Gist-Brocades N.V.	Preparation of 7-substituted amino-desacetoxycephalosporanic acid compounds
JPS536158B2 (de) *	1972-03-23	1978-03-04
JPS551272B2 (de) *	1972-04-14	1980-01-12
JPS4970989A (de) *	1972-11-15	1974-07-09
JPS50150989U (de) *	1974-05-31	1975-12-16
US4091214A (en) *	1977-02-25	1978-05-23	Eli Lilly And Company	De-esterification process for cephalosporins
US4379739A (en) *	1980-03-31	1983-04-12	Eli Lilly And Company	Electrolytic reduction of cephalosporin p-nitrobenzyl esters
CA1164402A (en) *	1980-03-31	1984-03-27	David A. Hall	Electrolytic reduction of cephalosporin p-nitrobenzyl esters

1969
- 1969-03-18 US US808313A patent/US3632850A/en not_active Expired - Lifetime
- 1969-12-11 BR BR215024/69A patent/BR6915024D0/pt unknown
1970
- 1970-03-02 IE IE276/70A patent/IE34181B1/xx unknown
- 1970-03-06 CA CA076,674A patent/CA985674A/en not_active Expired
- 1970-03-09 CH CH342670A patent/CH554896A/de not_active IP Right Cessation
- 1970-03-10 IL IL34050A patent/IL34050A/en unknown
- 1970-03-13 BE BE747382D patent/BE747382A/xx not_active IP Right Cessation
- 1970-03-16 AT AT244070A patent/AT305492B/de not_active IP Right Cessation
- 1970-03-17 DK DK131870A patent/DK143342C/da not_active IP Right Cessation
- 1970-03-18 ES ES377688A patent/ES377688A1/es not_active Expired
- 1970-03-18 NL NL7003887A patent/NL7003887A/xx unknown
- 1970-03-18 JP JP45023019A patent/JPS5017991B1/ja active Pending
- 1970-03-18 FR FR7009698A patent/FR2039032A5/fr not_active Expired
- 1970-03-18 GB GB03101/70A patent/GB1270633A/en not_active Expired
1973
- 1973-10-01 CY CY70873A patent/CY708A/xx unknown
- 1973-12-30 MY MY494/73A patent/MY7300494A/xx unknown

Also Published As

Publication number	Publication date
IE34181B1 (en)	1975-03-05
FR2039032A5 (de)	1971-01-08
US3632850A (en)	1972-01-04
DK143342B (da)	1981-08-10
CA985674A (en)	1976-03-16
NL7003887A (de)	1970-09-22
MY7300494A (en)	1973-12-31
BR6915024D0 (pt)	1973-05-24
DE2012955A1 (de)	1970-09-24
CY708A (en)	1973-10-01
AT305492B (de)	1973-02-26
ES377688A1 (es)	1972-08-01
CH554896A (de)	1974-10-15
BE747382A (fr)	1970-09-14
IE34181L (en)	1970-09-18
DE2012955B2 (de)	1976-05-13
GB1270633A (en)	1972-04-12
IL34050A0 (en)	1970-05-21
JPS5017991B1 (de)	1975-06-25
DK143342C (da)	1981-12-07

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