NO752746L - - Google Patents
Info
- Publication number
- NO752746L NO752746L NO752746A NO752746A NO752746L NO 752746 L NO752746 L NO 752746L NO 752746 A NO752746 A NO 752746A NO 752746 A NO752746 A NO 752746A NO 752746 L NO752746 L NO 752746L
- Authority
- NO
- Norway
- Prior art keywords
- methyl
- compound
- chosen
- structural formula
- alkyl
- Prior art date
Links
- -1 Cyano-methyl Chemical group 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 5
- 229910052740 iodine Inorganic materials 0.000 claims description 5
- 239000011630 iodine Substances 0.000 claims description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 4
- 229930186147 Cephalosporin Natural products 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 229940124587 cephalosporin Drugs 0.000 claims description 4
- 150000001780 cephalosporins Chemical class 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 239000000543 intermediate Substances 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 229910001385 heavy metal Inorganic materials 0.000 claims description 3
- 239000003999 initiator Substances 0.000 claims description 3
- 150000007529 inorganic bases Chemical class 0.000 claims description 3
- 150000007530 organic bases Chemical class 0.000 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000003125 aqueous solvent Substances 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 2
- 229910000474 mercury oxide Inorganic materials 0.000 claims description 2
- UKWHYYKOEPRTIC-UHFFFAOYSA-N mercury(ii) oxide Chemical compound [Hg]=O UKWHYYKOEPRTIC-UHFFFAOYSA-N 0.000 claims description 2
- HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 claims description 2
- 125000004923 naphthylmethyl group Chemical group C1(=CC=CC2=CC=CC=C12)C* 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 229910001923 silver oxide Inorganic materials 0.000 claims description 2
- 125000005301 thienylmethyl group Chemical group [H]C1=C([H])C([H])=C(S1)C([H])([H])* 0.000 claims description 2
- 125000006007 trichloroethoxy group Chemical group 0.000 claims description 2
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 claims 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
- 239000013067 intermediate product Substances 0.000 claims 2
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 claims 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims 1
- 239000004342 Benzoyl peroxide Substances 0.000 claims 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 239000000908 ammonium hydroxide Substances 0.000 claims 1
- 235000019400 benzoyl peroxide Nutrition 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000003456 ion exchange resin Substances 0.000 claims 1
- 229920003303 ion-exchange polymer Polymers 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- NDIRONRTURBYKD-QNJCKLSPSA-N methyl (6r)-3-iodo-3-methyl-8-oxo-7-[(2-phenoxyacetyl)amino]-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate Chemical compound C1([C@@H]2N(C1=O)C(C(CS2)(C)I)C(=O)OC)NC(=O)COC1=CC=CC=C1 NDIRONRTURBYKD-QNJCKLSPSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- WBUVWGNGLIDMOU-UHFFFAOYSA-N S1C=NCC1.N1C(CC1)=O Chemical class S1C=NCC1.N1C(CC1)=O WBUVWGNGLIDMOU-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- DBJYSAGDCVEBDW-PXSHCDQVSA-N methyl (6R)-4-acetamido-3-iodo-3-methyl-8-oxo-7-phenoxy-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate Chemical compound O(C1=CC=CC=C1)C1[C@@H]2N(C(C(C(S2)NC(C)=O)(I)C)C(=O)OC)C1=O DBJYSAGDCVEBDW-PXSHCDQVSA-N 0.000 description 1
- BWVJONPOFKRJPP-FQNRMIAFSA-N methyl (6r)-3-methyl-8-oxo-7-[(2-phenoxyacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Chemical compound C1([C@H]2SCC(C)=C(N2C1=O)C(=O)OC)NC(=O)COC1=CC=CC=C1 BWVJONPOFKRJPP-FQNRMIAFSA-N 0.000 description 1
- OTCVAHKKMMUFAY-UHFFFAOYSA-N oxosilver Chemical class [Ag]=O OTCVAHKKMMUFAY-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 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
- C07D501/02—Preparation
- C07D501/08—Preparation by forming the ring or condensed ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3472474A GB1466599A (en) | 1974-08-07 | 1974-08-07 | Process for making cephalosporins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO752746L true NO752746L (xx) | 1976-02-10 |
Family
ID=10369197
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO752746A NO752746L (xx) | 1974-08-07 | 1975-08-05 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4018776A (xx) |
| JP (1) | JPS5141383A (xx) |
| AT (1) | AT338422B (xx) |
| AU (1) | AU506949B2 (xx) |
| BE (1) | BE832150A (xx) |
| CA (1) | CA1057282A (xx) |
| CH (1) | CH611300A5 (xx) |
| DE (1) | DE2534811A1 (xx) |
| DK (1) | DK354375A (xx) |
| FR (1) | FR2281368A1 (xx) |
| GB (1) | GB1466599A (xx) |
| HU (1) | HU172892B (xx) |
| NL (1) | NL7508913A (xx) |
| NO (1) | NO752746L (xx) |
| SE (1) | SE7508844L (xx) |
| ZA (1) | ZA755031B (xx) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1067892A (en) * | 1975-06-23 | 1979-12-11 | Connlab Holdings Limited | Iodo compounds |
| JPS52124439A (en) * | 1976-04-14 | 1977-10-19 | Nitsutou Aen Metsuki Kk | Method of hot dipping long rod material |
| JPS5832884A (ja) * | 1981-08-20 | 1983-02-25 | Otsuka Chem Co Ltd | ３−エキソメチレンセフアム誘導体の製造方法 |
| US4468514A (en) * | 1982-12-17 | 1984-08-28 | Eli Lilly And Company | Preparation of 3-bromocephalosporins from thiazoline azetidinones |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3705892A (en) * | 1970-09-14 | 1972-12-12 | Lilly Co Eli | Rearrangement of penicillin |
| US3883518A (en) * | 1972-05-15 | 1975-05-13 | Merck & Co Inc | 3-Methylene cephalosporins |
-
1974
- 1974-08-07 GB GB3472474A patent/GB1466599A/en not_active Expired
-
1975
- 1975-07-25 NL NL7508913A patent/NL7508913A/xx not_active Application Discontinuation
- 1975-08-04 US US05/601,586 patent/US4018776A/en not_active Expired - Lifetime
- 1975-08-04 AT AT603175A patent/AT338422B/de not_active IP Right Cessation
- 1975-08-04 HU HU75SO00001153A patent/HU172892B/hu unknown
- 1975-08-05 SE SE7508844A patent/SE7508844L/xx unknown
- 1975-08-05 DK DK354375A patent/DK354375A/da unknown
- 1975-08-05 FR FR7524344A patent/FR2281368A1/fr active Granted
- 1975-08-05 JP JP50094783A patent/JPS5141383A/ja active Pending
- 1975-08-05 ZA ZA00755031A patent/ZA755031B/xx unknown
- 1975-08-05 DE DE19752534811 patent/DE2534811A1/de not_active Withdrawn
- 1975-08-05 NO NO752746A patent/NO752746L/no unknown
- 1975-08-05 AU AU83668/75A patent/AU506949B2/en not_active Expired
- 1975-08-06 CA CA232,993A patent/CA1057282A/en not_active Expired
- 1975-08-06 BE BE158957A patent/BE832150A/xx unknown
- 1975-08-06 CH CH1025875A patent/CH611300A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL7508913A (nl) | 1976-02-10 |
| CA1057282A (en) | 1979-06-26 |
| AT338422B (de) | 1977-08-25 |
| FR2281368A1 (fr) | 1976-03-05 |
| HU172892B (hu) | 1978-12-28 |
| SE7508844L (sv) | 1976-02-09 |
| DK354375A (da) | 1976-02-08 |
| GB1466599A (en) | 1977-03-09 |
| JPS5141383A (xx) | 1976-04-07 |
| FR2281368B1 (xx) | 1977-12-09 |
| ATA603175A (de) | 1976-12-15 |
| CH611300A5 (xx) | 1979-05-31 |
| AU506949B2 (en) | 1980-01-31 |
| AU8366875A (en) | 1977-02-10 |
| DE2534811A1 (de) | 1976-02-19 |
| US4018776A (en) | 1977-04-19 |
| ZA755031B (en) | 1976-07-28 |
| BE832150A (fr) | 1976-02-06 |
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