DK171892B1 - Hidtil ukendte thiadiazabicycloheptenylforbindelser, der er nyttige som mellemprodukter ved fremstilling af cephalosporiner samt fremgangsmåde til fremstilling af forbindelserne - Google Patents

Hidtil ukendte thiadiazabicycloheptenylforbindelser, der er nyttige som mellemprodukter ved fremstilling af cephalosporiner samt fremgangsmåde til fremstilling af forbindelserne Download PDF

Info

Publication number: DK171892B1
Authority: DK; Denmark
Prior art keywords: thia; oxo; hept; diazabicyclo; prop
Prior art date: 1979-05-08

Application number

DK196580A

Other languages

Danish (da)

English (en)

Other versions

DK196580A (da

Inventor

John Royston Corfield

Derek Johnson

Clifford Gordon Taylor

Original Assignee

Lilly Industries 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.)

1979-05-08

Filing date

1980-05-05

Publication date

1997-08-04

1980-05-05 Application filed by Lilly Industries Ltd filed Critical Lilly Industries Ltd

1980-11-09 Publication of DK196580A publication Critical patent/DK196580A/da

1997-08-04 Application granted granted Critical

1997-08-04 Publication of DK171892B1 publication Critical patent/DK171892B1/da

Links

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238000000034 method Methods 0.000 title claims description 14
238000002360 preparation method Methods 0.000 title description 6
239000000543 intermediate Substances 0.000 title description 4
229930186147 Cephalosporin Natural products 0.000 title description 3
229940124587 cephalosporin Drugs 0.000 title description 3
150000001780 cephalosporins Chemical class 0.000 title description 3
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239000003153 chemical reaction reagent Substances 0.000 claims description 19
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239000007858 starting material Substances 0.000 claims description 2
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ZLFRSWXVVWXYET-UHFFFAOYSA-N dimethylphosphorylformonitrile Chemical compound CP(C)(=O)C#N ZLFRSWXVVWXYET-UHFFFAOYSA-N 0.000 description 1
HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 1
ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 description 1
BEQVQKJCLJBTKZ-UHFFFAOYSA-M diphenylphosphinate Chemical compound C=1C=CC=CC=1P(=O)([O-])C1=CC=CC=C1 BEQVQKJCLJBTKZ-UHFFFAOYSA-M 0.000 description 1
MKRTXPORKIRPDG-UHFFFAOYSA-N diphenylphosphoryl azide Chemical compound C=1C=CC=CC=1P(=O)(N=[N+]=[N-])C1=CC=CC=C1 MKRTXPORKIRPDG-UHFFFAOYSA-N 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
239000012458 free base Substances 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
125000001475 halogen functional group Chemical group 0.000 description 1
230000002140 halogenating effect Effects 0.000 description 1
125000005059 halophenyl group Chemical group 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
125000004464 hydroxyphenyl group Chemical group 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000003999 initiator Substances 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000011630 iodine Chemical group 0.000 description 1
229910052740 iodine Chemical group 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
229940098779 methanesulfonic acid Drugs 0.000 description 1
QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
229940095102 methyl benzoate Drugs 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
125000006203 morpholinoethyl group Chemical group [H]C([H])(*)C([H])([H])N1C([H])([H])C([H])([H])OC([H])([H])C1([H])[H] 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
125000006501 nitrophenyl group Chemical group 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
150000004965 peroxy acids Chemical class 0.000 description 1
WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
150000003003 phosphines Chemical class 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
238000000746 purification Methods 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
238000006798 ring closing metathesis reaction Methods 0.000 description 1
230000002000 scavenging effect Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
LFKDJXLFVYVEFG-UHFFFAOYSA-N tert-butyl carbamate Chemical compound CC(C)(C)OC(N)=O LFKDJXLFVYVEFG-UHFFFAOYSA-N 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
230000035899 viability Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
- 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)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Cephalosporin Compounds (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

DK196580A 1979-05-08 1980-05-05 Hidtil ukendte thiadiazabicycloheptenylforbindelser, der er nyttige som mellemprodukter ved fremstilling af cephalosporiner samt fremgangsmåde til fremstilling af forbindelserne DK171892B1 (da)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB7915929		1979-05-08
GB7915929		1979-05-08

Publications (2)

Publication Number	Publication Date
DK196580A DK196580A (da)	1980-11-09
DK171892B1 true DK171892B1 (da)	1997-08-04

Family

ID=10505015

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DK196580A DK171892B1 (da)	1979-05-08	1980-05-05	Hidtil ukendte thiadiazabicycloheptenylforbindelser, der er nyttige som mellemprodukter ved fremstilling af cephalosporiner samt fremgangsmåde til fremstilling af forbindelserne

Country Status (33)

Country	Link
US (1)	US4301280A (es)
EP (1)	EP0019401B1 (es)
JP (1)	JPS55151589A (es)
KR (1)	KR840000484B1 (es)
AR (1)	AR226430A1 (es)
AT (1)	AT369746B (es)
AU (1)	AU540210B2 (es)
BE (1)	BE883101A (es)
BG (1)	BG36633A3 (es)
CA (1)	CA1148938A (es)
CH (1)	CH647526A5 (es)
CS (1)	CS219919B2 (es)
DD (1)	DD150613A5 (es)
DE (1)	DE3067099D1 (es)
DK (1)	DK171892B1 (es)
EG (1)	EG14897A (es)
ES (1)	ES491248A0 (es)
FI (1)	FI75170C (es)
FR (1)	FR2456112A1 (es)
GR (1)	GR68417B (es)
HU (1)	HU184753B (es)
IE (1)	IE49786B1 (es)
IL (1)	IL59991A (es)
IT (1)	IT1188934B (es)
LU (1)	LU82423A1 (es)
NZ (1)	NZ193619A (es)
PH (1)	PH15984A (es)
PL (1)	PL121466B1 (es)
PT (1)	PT71186B (es)
RO (1)	RO81342B (es)
SU (1)	SU1042619A3 (es)
YU (1)	YU121180A (es)
ZA (1)	ZA802718B (es)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0133670A3 (de) *	1983-08-09	1985-12-18	Bayer Ag	Verfahren zur Herstellung von 7-Acylamino-3-hydrocy-cephem-4-carbonsäuren und 7-Acylamino-3-hydroxy-1-de-thia-1-oxacephem-4-carbonsäuren
US5604222A (en) *	1993-12-27	1997-02-18	Lupin Laboratories, Ltd.	Method for the preparation of 2-chloro sulfinyl azetidinones
US5578721A (en) *	1994-07-11	1996-11-26	Lupin Laboratories Limited	Process for preparation of 3-exomethylene cepham sulfoxide esters
CN111647638A (zh) *	2020-04-17	2020-09-11	江苏正泰药业有限公司	一种7-anca的制备工艺

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS51105051A (es) *	1975-02-21	1976-09-17	Shionogi Seiyaku Kk
JPS609516B2 (ja) *	1975-03-07	1985-03-11	塩野義製薬株式会社	セフエム骨格の環化製法
CA1136132A (en) *	1975-02-17	1982-11-23	Teruji Tsuji	Cyclization to form cephem ring and intermediates therefor
JPS5214789A (en) *	1975-07-22	1977-02-03	Shionogi & Co Ltd	Process for preparing 3-substiuted cephem compounds by ring closure
JPS5858355B2 (ja) *	1976-01-01	1983-12-24	塩野義製薬株式会社	オキソチアゾリノアゼチジニルハロブテン酸類
US4226986A (en) *	1979-02-01	1980-10-07	Eli Lilly And Company	Process for halogenation of β-lactam compounds

1980
- 1980-04-09 CA CA000349470A patent/CA1148938A/en not_active Expired
- 1980-05-01 US US06/145,531 patent/US4301280A/en not_active Expired - Lifetime
- 1980-05-02 PH PH23978A patent/PH15984A/en unknown
- 1980-05-02 EP EP80301457A patent/EP0019401B1/en not_active Expired
- 1980-05-02 BE BE6/47157A patent/BE883101A/fr not_active IP Right Cessation
- 1980-05-02 AU AU58042/80A patent/AU540210B2/en not_active Expired
- 1980-05-02 GR GR61834A patent/GR68417B/el unknown
- 1980-05-02 DE DE8080301457T patent/DE3067099D1/de not_active Expired
- 1980-05-05 PT PT71186A patent/PT71186B/pt unknown
- 1980-05-05 LU LU82423A patent/LU82423A1/fr unknown
- 1980-05-05 AT AT0238980A patent/AT369746B/de not_active IP Right Cessation
- 1980-05-05 RO RO101039A patent/RO81342B/ro unknown
- 1980-05-05 DK DK196580A patent/DK171892B1/da not_active IP Right Cessation
- 1980-05-05 NZ NZ193619A patent/NZ193619A/xx unknown
- 1980-05-05 FR FR8009957A patent/FR2456112A1/fr active Granted
- 1980-05-05 IL IL59991A patent/IL59991A/xx unknown
- 1980-05-06 HU HU801102A patent/HU184753B/hu unknown
- 1980-05-06 CH CH3509/80A patent/CH647526A5/fr not_active IP Right Cessation
- 1980-05-06 IT IT48597/80A patent/IT1188934B/it active
- 1980-05-06 IE IE926/80A patent/IE49786B1/en not_active IP Right Cessation
- 1980-05-06 FI FI801452A patent/FI75170C/fi not_active IP Right Cessation
- 1980-05-06 JP JP5985980A patent/JPS55151589A/ja active Granted
- 1980-05-06 ZA ZA00802718A patent/ZA802718B/xx unknown
- 1980-05-07 BG BG047661A patent/BG36633A3/xx not_active Expired
- 1980-05-07 EG EG282/80A patent/EG14897A/xx active
- 1980-05-07 ES ES491248A patent/ES491248A0/es active Granted
- 1980-05-07 YU YU01211/80A patent/YU121180A/xx unknown
- 1980-05-07 DD DD80220942A patent/DD150613A5/de unknown
- 1980-05-07 AR AR280923A patent/AR226430A1/es active
- 1980-05-07 SU SU802920001A patent/SU1042619A3/ru active
- 1980-05-07 CS CS803210A patent/CS219919B2/cs unknown
- 1980-05-08 KR KR1019800001826A patent/KR840000484B1/ko active
- 1980-05-08 PL PL1980224114A patent/PL121466B1/pl unknown

Also Published As

Publication number	Publication date
FI75170B (fi)	1988-01-29
JPS55151589A (en)	1980-11-26
BG36633A3 (en)	1984-12-16
PL224114A1 (es)	1981-02-13
ZA802718B (en)	1981-11-25
JPH0222078B2 (es)	1990-05-17
FI801452A (fi)	1980-11-09
PT71186A (en)	1980-06-01
DK196580A (da)	1980-11-09
RO81342B (ro)	1983-04-30
FR2456112B1 (es)	1984-03-23
CS219919B2 (en)	1983-03-25
BE883101A (fr)	1980-11-03
YU121180A (en)	1984-04-30
IE800926L (en)	1980-11-08
EP0019401B1 (en)	1984-03-21
GR68417B (es)	1981-12-29
NZ193619A (en)	1982-03-30
IL59991A0 (en)	1980-07-31
KR840000484B1 (ko)	1984-04-12
IE49786B1 (en)	1985-12-11
IT1188934B (it)	1988-01-28
PL121466B1 (en)	1982-05-31
AU540210B2 (en)	1984-11-08
HU184753B (en)	1984-10-29
ATA238980A (de)	1982-06-15
CH647526A5 (fr)	1985-01-31
KR830002788A (ko)	1983-05-30
PT71186B (en)	1983-01-10
ES8104309A1 (es)	1981-04-16
SU1042619A3 (ru)	1983-09-15
DD150613A5 (de)	1981-09-09
CA1148938A (en)	1983-06-28
ES491248A0 (es)	1981-04-16
FR2456112A1 (fr)	1980-12-05
IT8048597A0 (it)	1980-05-06
AR226430A1 (es)	1982-07-15
AT369746B (de)	1983-01-25
DE3067099D1 (en)	1984-04-26
LU82423A1 (fr)	1982-01-20
EG14897A (en)	1985-06-30
PH15984A (en)	1983-05-18
AU5804280A (en)	1980-11-13
RO81342A (ro)	1983-04-29
US4301280A (en)	1981-11-17
IL59991A (en)	1983-03-31
EP0019401A1 (en)	1980-11-26
FI75170C (fi)	1988-05-09
IT8048597A1 (it)	1981-11-06

Publication	Publication Date	Title
US4160085A (en)	1979-07-03	Cyclization to form cephem ring and intermediates therefor
US4784734A (en)	1988-11-15	Azetidinone derivatives and process for the preparation of the same
NO158540B (no)	1988-06-20	Analogifremgangsmaate ved fremstilling av terapeutisk aktive 2-penem-forbindelser.
DK171892B1 (da)	1997-08-04	Hidtil ukendte thiadiazabicycloheptenylforbindelser, der er nyttige som mellemprodukter ved fremstilling af cephalosporiner samt fremgangsmåde til fremstilling af forbindelserne
GB2159818A (en)	1985-12-11	Carbapenem intermediates
US4427586A (en)	1984-01-24	2-Oxoazetidine derivatives and production thereof
US4603014A (en)	1986-07-29	Thiazolinoazetidinone derivatives and process for the preparation of the same
JPS6058920B2 (ja)	1985-12-23	セフアロスポリン類縁体
US4332722A (en)	1982-06-01	Cyclization to form cephem ring and intermediates therefor
GB2050380A (en)	1981-01-07	Phosphorus containing compounds used in the preparation of cephalosporins
JP6368043B2 (ja)	2018-08-01	三環式ラクタム化合物の製造法
US4083866A (en)	1978-04-11	Sulfonylamidino aminobenzaldehyde compounds
EP0536512B1 (en)	1997-11-05	A method and intermediates for the preparation of 6-fluorobenzisothiazoles
EP0096496B1 (en)	1986-07-23	Preparation of penicillin and cephalosporin compounds and novel intermediates useful therein
US5596096A (en)	1997-01-21	Azetidinone derivatives and method for producing azetidinone and cephalosoporin derivatives
US4918188A (en)	1990-04-17	Oxadiazines
US4640798A (en)	1987-02-03	Intermediates for the preparation of penicillin and cephalosporin compounds
DE69628516T2 (de)	2004-04-22	Verfahren zur herstellung von 2-isocephem-derivaten
KR880000435B1 (ko)	1988-03-24	피라졸리디늄 일리드 및 그의 제조방법
JPH03167170A (ja)	1991-07-19	４―置換アゼチジノン類の製造方法
JPH02304072A (ja)	1990-12-17	α，β―エポキシアミドの製法
JPH0258278B2 (es)	1990-12-07
JPH03246274A (ja)	1991-11-01	光学活性１，３―ジ置換アゼチジノンの新規製造法
CS207654B2 (cs)	1981-08-31	Způsob přípravy derivátů 7-acylamino-3-hydroxy-3cefem-4-karboxylové kyseliny nebo jejich oxoforem
CS207655B2 (cs)	1981-08-31	Způsob přípravy halogenovaných 7-oxo-4-thia-2,6-diazabicyklo- [3,2,0]hept-2-enů

Legal Events

Date	Code	Title	Description
1997-08-04	B1	Patent granted (law 1993)
2000-05-22	PUP	Patent expired