IL42529A - Preparation of 3-methyl-cephem,3-nitrooxy(or acyloxy)-3-methyl-cephem and 2-nitrooxy(or acyloxy)methyl-2-methyl-penam derivatives and certain novel 3-nitrooxy-3-methyl-cephem derivatives - Google Patents
Preparation of 3-methyl-cephem,3-nitrooxy(or acyloxy)-3-methyl-cephem and 2-nitrooxy(or acyloxy)methyl-2-methyl-penam derivatives and certain novel 3-nitrooxy-3-methyl-cephem derivativesInfo
- Publication number
- IL42529A IL42529A IL42529A IL4252973A IL42529A IL 42529 A IL42529 A IL 42529A IL 42529 A IL42529 A IL 42529A IL 4252973 A IL4252973 A IL 4252973A IL 42529 A IL42529 A IL 42529A
- Authority
- IL
- Israel
- Prior art keywords
- methyl
- compound
- formula
- nitrobenzyl
- phenylene
- Prior art date
Links
- LFMBIMXJWIQULB-SSDOTTSWSA-N (6r)-3-methyl-5-thia-1-azabicyclo[4.2.0]oct-2-en-8-one Chemical compound S1CC(C)=CN2C(=O)C[C@H]21 LFMBIMXJWIQULB-SSDOTTSWSA-N 0.000 title 1
- 125000004423 acyloxy group Chemical group 0.000 title 1
- 238000000034 method Methods 0.000 claims 24
- 150000001875 compounds Chemical class 0.000 claims 15
- -1 succinimidomethyl Chemical group 0.000 claims 8
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 claims 7
- 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 7
- 125000000217 alkyl group Chemical group 0.000 claims 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- 125000004450 alkenylene group Chemical group 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 229910052717 sulfur Chemical group 0.000 claims 4
- 239000011593 sulfur Chemical group 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 claims 2
- XAKBSHICSHRJCL-UHFFFAOYSA-N [CH2]C(=O)C1=CC=CC=C1 Chemical group [CH2]C(=O)C1=CC=CC=C1 XAKBSHICSHRJCL-UHFFFAOYSA-N 0.000 claims 2
- 238000010306 acid treatment Methods 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 125000004185 ester group Chemical group 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 1
- LXTAKDHHFXXBAT-LWOQYNTDSA-N [(6r)-8-oxo-5-thia-1-azabicyclo[4.2.0]octan-4-yl] nitrate Chemical compound S1C(O[N+](=O)[O-])CCN2C(=O)C[C@H]21 LXTAKDHHFXXBAT-LWOQYNTDSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Chemical group 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 150000003949 imides Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000006502 nitrobenzyl group Chemical group 0.000 claims 1
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US26779572A | 1972-06-30 | 1972-06-30 | |
US26785072A | 1972-06-30 | 1972-06-30 |
Publications (2)
Publication Number | Publication Date |
---|---|
IL42529A0 IL42529A0 (en) | 1973-08-29 |
IL42529A true IL42529A (en) | 1976-08-31 |
Family
ID=26952646
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL42529A IL42529A (en) | 1972-06-30 | 1973-06-18 | Preparation of 3-methyl-cephem,3-nitrooxy(or acyloxy)-3-methyl-cephem and 2-nitrooxy(or acyloxy)methyl-2-methyl-penam derivatives and certain novel 3-nitrooxy-3-methyl-cephem derivatives |
Country Status (8)
-
1973
- 1973-06-18 IL IL42529A patent/IL42529A/en unknown
- 1973-06-18 GB GB2880073A patent/GB1382947A/en not_active Expired
- 1973-06-22 IE IE1039/73A patent/IE37838B1/xx unknown
- 1973-06-27 FR FR7323492A patent/FR2190828B1/fr not_active Expired
- 1973-06-27 CH CH937873A patent/CH580634A5/xx not_active IP Right Cessation
- 1973-06-29 NL NL7309169A patent/NL7309169A/xx unknown
- 1973-06-29 DE DE19732333290 patent/DE2333290A1/de active Pending
- 1973-06-30 JP JP48074328A patent/JPS4955686A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
CH580634A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-10-15 |
FR2190828B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-01-06 |
IE37838B1 (en) | 1977-10-26 |
NL7309169A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-01-02 |
IL42529A0 (en) | 1973-08-29 |
IE37838L (en) | 1973-12-30 |
JPS4955686A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-05-30 |
DE2333290A1 (de) | 1974-01-03 |
FR2190828A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-02-01 |
GB1382947A (en) | 1975-02-05 |
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