HRP20190830T1 - Postupak dobivanja penama - Google Patents
Postupak dobivanja penama Download PDFInfo
- Publication number
- HRP20190830T1 HRP20190830T1 HRP20190830TT HRP20190830T HRP20190830T1 HR P20190830 T1 HRP20190830 T1 HR P20190830T1 HR P20190830T T HRP20190830T T HR P20190830TT HR P20190830 T HRP20190830 T HR P20190830T HR P20190830 T1 HRP20190830 T1 HR P20190830T1
- Authority
- HR
- Croatia
- Prior art keywords
- compound
- formula
- alkyl
- process according
- iii
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 18
- 150000002959 penams Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 10
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 4
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical class CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims 3
- 229910052751 metal Inorganic materials 0.000 claims 3
- 239000002184 metal Substances 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 239000000010 aprotic solvent Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 claims 1
- -1 compound 2-ethylhexanoate salt Chemical class 0.000 claims 1
- 238000005828 desilylation reaction Methods 0.000 claims 1
- 125000003709 fluoroalkyl group Chemical group 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 229910052744 lithium Inorganic materials 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 239000011777 magnesium Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1896—Compounds having one or more Si-O-acyl linkages
-
- 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
- C07D499/87—Compounds being unsubstituted in position 3 or with substituents other than only two methyl radicals attached in position 3, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/429—Thiazoles condensed with heterocyclic ring systems
- A61K31/43—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
-
- 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
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
-
- 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)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Feed For Specific Animals (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Steroid Compounds (AREA)
Claims (14)
1. Postupak dobivanja spoja formule (IV):
pri čemu:
R1je u svakom slučaju neovisno odabran od H, halogena, amino, C1-5 alkila, C2-5 alkenila i C2-5 alkinila; R2je u svakom slučaju neovisno odabran od H, halogena, amino, C1-5 alkila, C2-5 alkenila i C2-5 alkinila;
postupak sadrži korak reakcije spoja formule (III) sa spojem 2-etilhekanoatna sol:
pri čemu je X- anion i svaki R3 je neovisno odabran iz skupine koju čine C1-10 hidrokarbil i C1-5 alkoksi.
2. Postupak sukladno zahtjevu 1, naznačen time, što je 2-etilheksanoatna sol metal 2-etilheksanoat.
3. Postupak sukladno patentnom zahtjevu 2, naznačen time što je metal alkalni ili zemno alkalijski metal.
4. Postupak sukladno zahtjevu 3, naznačen time, što metal je litij, natrij, kalij, kalcij ili magnezij.
5. Postupak sukladno bilo kojem od zahtjeva 1-4, naznačen time, što se spoj formule (III) dodaje u otopina 2-etilheksanoatne soli.
6. Postupak sukladno bilo kojem od prethodnih zahtjeva, naznačen time što se spoj formule (III) stvara postupkom koji sadrži reakciju spoja formule (II) sa spojem formule (VIII):
gdje R6 je C1-5 fluoroalkil.
7. Postupak sukladno zahtjevu 6, naznačen time, što je R3 u svakom slučaju C1-5 alkil, C1-5 alkoksi, fenil i fenil-C1-4 alkil.
8. Postupak sukladno zahtjevu 6 ili 7, naznačen time, što je R4 metil.
9. Postupak sukladno bilo kojem od zahtjeva 6-8, naznačen time što R6 je C1-5 perfluoralkil.
10. Postupak sukladno zahtjevu 9, naznačen time, što R6 je trifluorometil.
11. Postupak sukladno bilo kojem od zahtjeva 6-10, naznačen time, što se reakcija izvodi u polarnom, aprotičnom rastvaraču.
12. Postupak, sukladno bilo kojem od zahtjeva 6-11, pri čemu se reakcija odvija na temperaturi ne višoj od 10°C.
13. Postupak sukladno bilo kojem od zahtjeva 6-12, naznačen time što spoj formule (III) nije izoliran prije koraka desililacije.
14. Postupak koji se odnosi na bilo koji od patentnih zahtjeva 6-13 pri čemu se spoj formule (II) stvara u postupku koji podrazumjeva korak reakcije spoja formule (I) s manje od molarnog ekvivalenta spoja formule (V)
pri čemu R5je C1-5 alkil;
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB1408649.0A GB201408649D0 (en) | 2014-05-15 | 2014-05-15 | Method |
EP17168966.4A EP3231806B1 (en) | 2014-05-15 | 2015-05-14 | Methods for preparing penams |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20190830T1 true HRP20190830T1 (hr) | 2019-06-28 |
Family
ID=51134924
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20182065TT HRP20182065T1 (hr) | 2014-05-15 | 2018-12-06 | Postupak za pripremu penama |
HRP20190830TT HRP20190830T1 (hr) | 2014-05-15 | 2019-05-06 | Postupak dobivanja penama |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20182065TT HRP20182065T1 (hr) | 2014-05-15 | 2018-12-06 | Postupak za pripremu penama |
Country Status (29)
Country | Link |
---|---|
US (1) | US9963465B2 (hr) |
EP (3) | EP3441395A1 (hr) |
JP (1) | JP6613303B2 (hr) |
KR (1) | KR102329186B1 (hr) |
CN (1) | CN106459086B (hr) |
AU (1) | AU2015261416B2 (hr) |
BR (1) | BR112016026074B1 (hr) |
CA (1) | CA2945900C (hr) |
CL (2) | CL2016002880A1 (hr) |
CR (1) | CR20160580A (hr) |
CY (2) | CY1120957T1 (hr) |
DK (2) | DK3143028T3 (hr) |
EA (2) | EA033494B1 (hr) |
EC (1) | ECSP16085143A (hr) |
ES (2) | ES2699644T3 (hr) |
GB (1) | GB201408649D0 (hr) |
HR (2) | HRP20182065T1 (hr) |
HU (1) | HUE044511T2 (hr) |
IL (1) | IL248834B (hr) |
LT (2) | LT3143028T (hr) |
MX (1) | MX2016014644A (hr) |
PE (1) | PE20161433A1 (hr) |
PL (2) | PL3231806T3 (hr) |
PT (2) | PT3143028T (hr) |
RS (2) | RS58430B1 (hr) |
SG (1) | SG11201609494YA (hr) |
SI (2) | SI3143028T1 (hr) |
TR (1) | TR201906867T4 (hr) |
WO (1) | WO2015173378A2 (hr) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB201319776D0 (en) * | 2013-11-08 | 2013-12-25 | Allecra Therapeutics Sas | Compound |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1319776A (en) | 1969-07-15 | 1973-06-06 | Yorkshire Chemicals Ltd | Basic dyes |
EP2046802B1 (en) * | 2006-07-12 | 2013-08-21 | Allecra Therapeutics GmbH | 2-substituted methyl penam derivatives |
AU2011333305B2 (en) * | 2010-11-25 | 2017-06-22 | Allecra Therapeutics Gmbh | Compounds and their use |
KR20120067257A (ko) * | 2010-12-15 | 2012-06-25 | 서강대학교산학협력단 | 3-메틸-1,4-치환된 1,2,3-트라이아졸륨 기반의 이온성 액체 및 그의 제조방법과 응용 |
-
2014
- 2014-05-15 GB GBGB1408649.0A patent/GB201408649D0/en not_active Ceased
-
2015
- 2015-05-14 PT PT15726552T patent/PT3143028T/pt unknown
- 2015-05-14 ES ES15726552T patent/ES2699644T3/es active Active
- 2015-05-14 CN CN201580024639.6A patent/CN106459086B/zh active Active
- 2015-05-14 EP EP18195989.1A patent/EP3441395A1/en not_active Withdrawn
- 2015-05-14 TR TR2019/06867T patent/TR201906867T4/tr unknown
- 2015-05-14 EA EA201692306A patent/EA033494B1/ru unknown
- 2015-05-14 EP EP15726552.1A patent/EP3143028B1/en active Active
- 2015-05-14 LT LTEP15726552.1T patent/LT3143028T/lt unknown
- 2015-05-14 EP EP17168966.4A patent/EP3231806B1/en active Active
- 2015-05-14 SI SI201530509T patent/SI3143028T1/sl unknown
- 2015-05-14 EA EA201991629A patent/EA201991629A3/ru unknown
- 2015-05-14 CR CR20160580A patent/CR20160580A/es unknown
- 2015-05-14 DK DK15726552.1T patent/DK3143028T3/da active
- 2015-05-14 RS RS20181383A patent/RS58430B1/sr unknown
- 2015-05-14 WO PCT/EP2015/060733 patent/WO2015173378A2/en active Application Filing
- 2015-05-14 SG SG11201609494YA patent/SG11201609494YA/en unknown
- 2015-05-14 BR BR112016026074-0A patent/BR112016026074B1/pt active IP Right Grant
- 2015-05-14 ES ES17168966T patent/ES2725675T3/es active Active
- 2015-05-14 AU AU2015261416A patent/AU2015261416B2/en active Active
- 2015-05-14 MX MX2016014644A patent/MX2016014644A/es unknown
- 2015-05-14 PL PL17168966T patent/PL3231806T3/pl unknown
- 2015-05-14 PE PE2016002171A patent/PE20161433A1/es unknown
- 2015-05-14 LT LTEP17168966.4T patent/LT3231806T/lt unknown
- 2015-05-14 US US15/311,146 patent/US9963465B2/en active Active
- 2015-05-14 RS RS20190558A patent/RS58748B1/sr unknown
- 2015-05-14 HU HUE17168966 patent/HUE044511T2/hu unknown
- 2015-05-14 PT PT17168966T patent/PT3231806T/pt unknown
- 2015-05-14 DK DK17168966.4T patent/DK3231806T3/da active
- 2015-05-14 KR KR1020167032608A patent/KR102329186B1/ko active IP Right Grant
- 2015-05-14 PL PL15726552T patent/PL3143028T3/pl unknown
- 2015-05-14 CA CA2945900A patent/CA2945900C/en active Active
- 2015-05-14 SI SI201530738T patent/SI3231806T1/sl unknown
- 2015-05-14 JP JP2017512434A patent/JP6613303B2/ja active Active
-
2016
- 2016-10-29 EC ECIEPI201685143A patent/ECSP16085143A/es unknown
- 2016-11-08 IL IL248834A patent/IL248834B/en active IP Right Grant
- 2016-11-11 CL CL2016002880A patent/CL2016002880A1/es unknown
-
2018
- 2018-07-19 CL CL2018001961A patent/CL2018001961A1/es unknown
- 2018-12-05 CY CY181101299T patent/CY1120957T1/el unknown
- 2018-12-06 HR HRP20182065TT patent/HRP20182065T1/hr unknown
-
2019
- 2019-05-06 HR HRP20190830TT patent/HRP20190830T1/hr unknown
- 2019-05-09 CY CY20191100501T patent/CY1121756T1/el unknown
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