FI71562B - Foerfarande foer framstaellning av 6-beta-substituerade penicillansyra derivat och saosom mellanprodukter anvaendbara 6-perfluoralkylsulfonyloxipenicillansyraderivat - Google Patents
Foerfarande foer framstaellning av 6-beta-substituerade penicillansyra derivat och saosom mellanprodukter anvaendbara 6-perfluoralkylsulfonyloxipenicillansyraderivat Download PDFInfo
- Publication number
- FI71562B FI71562B FI801581A FI801581A FI71562B FI 71562 B FI71562 B FI 71562B FI 801581 A FI801581 A FI 801581A FI 801581 A FI801581 A FI 801581A FI 71562 B FI71562 B FI 71562B
- Authority
- FI
- Finland
- Prior art keywords
- acid
- ester
- formula
- solution
- give
- Prior art date
Links
Classifications
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- 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
- C07D499/21—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 with a nitrogen atom directly attached in position 6 and 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
- C07D499/28—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 with a nitrogen atom directly attached in position 6 and 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 with modified 2-carboxyl group
- C07D499/32—Esters
-
- 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
-
- 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
- C07D499/04—Preparation
- C07D499/10—Modification of an amino radical directly attached in position 6
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- 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (6)
1. Förfarande för framställning av 6-^3 -substituerade peni-cillansyraderivat med formeln (III) XV- __«. /V (III) ch3 co2r2 2 väri X är brom, klor, jod eller azid och R är väte eller en ester-bildande rest som lätt kan hydrolyseras in vivo, säsom pivaloyloxi-metyl, kännetecknat därav, att man omsätter en 6- o{ -substituerad förening med formeln (I) r1s020·-,-\ CH, I (I) or—ch3 co2r väri R är väte, en konventionell skyddsgrupp för penicillinkarboxi eller en esterbildande rest som lätt kan hydrolyseras in vivo, säsom p-metoxibensyl, p-nitrobensyl, bensylhydryl, trikloretyl eller tri-metylsilyl, eller en esterbildande rest som lätt kan hydrolyseras in vivo, säsom pivaloyloximetyl, och R* är en perfluoralkylgrupp med 1-4 kolatomer, med en metallbromid, -jodid, -klorid eller -azid, och dä R är en skyddsgrupp för karboxi, avlägsnas skyddsgruppen och föreningen med formeln (III) isoleras.
2. Förfarande enligt patentkravet 1, kännetecknat därav, att perfluoralkylgruppen är en trifluormetyl- eller nona- fluorbutylgrupp.
3. Förfarande enligt patentkravet 1, kännetecknat därav, att föreningen med formeln (I) är: 6-- trifluormetylsulfonyloxipenisillansyrabenshydrylester, 6- 0(. -trifluormetylsulfonyloxipenicillansyra-4-metoxibensyl- ester, 6- $ -trifluormetylsulfonyloxipenisillansyra-2,2,2-triklor- etylester,
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7917505 | 1979-05-19 | ||
| GB7917505 | 1979-05-19 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI801581A FI801581A (fi) | 1980-11-20 |
| FI71562B true FI71562B (fi) | 1986-10-10 |
| FI71562C FI71562C (sv) | 1987-01-19 |
Family
ID=10505288
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI801581A FI71562C (sv) | 1979-05-19 | 1980-05-15 | Förfarande för framställning av 6- - substituerade penicillansyraderi vat och såsom mellanprodukter användbara 6-perfluoralkylsulfonyloxipe nicillansyraderivat. |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US4356122A (sv) |
| JP (1) | JPS5941994B2 (sv) |
| KR (1) | KR840000079B1 (sv) |
| AR (1) | AR225038A1 (sv) |
| AT (1) | AT366694B (sv) |
| AU (1) | AU517488B2 (sv) |
| BE (1) | BE883319A (sv) |
| CA (1) | CA1140916A (sv) |
| CH (1) | CH650262A5 (sv) |
| CS (1) | CS214756B2 (sv) |
| DD (1) | DD151310A5 (sv) |
| DE (1) | DE3018847C2 (sv) |
| DK (1) | DK155180A (sv) |
| ES (1) | ES491612A0 (sv) |
| FI (1) | FI71562C (sv) |
| FR (1) | FR2457293A1 (sv) |
| GR (1) | GR68461B (sv) |
| IE (1) | IE49804B1 (sv) |
| IL (1) | IL60097A (sv) |
| IT (1) | IT1140946B (sv) |
| LU (1) | LU82458A1 (sv) |
| NL (1) | NL180937C (sv) |
| NO (1) | NO801473L (sv) |
| PH (1) | PH15033A (sv) |
| PL (1) | PL224188A1 (sv) |
| PT (1) | PT71253A (sv) |
| SE (1) | SE449995B (sv) |
| ZA (1) | ZA802908B (sv) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA803742B (en) * | 1979-07-02 | 1981-06-24 | Beecham Group Ltd | Penicillanic acid derivatives, their preparation and use |
| JPS6034969A (ja) * | 1983-08-08 | 1985-02-22 | Toyama Chem Co Ltd | 新規なペニシラン酸誘導体およびその塩類 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5749555B2 (sv) * | 1973-04-04 | 1982-10-22 | ||
| US4282149A (en) * | 1977-03-21 | 1981-08-04 | Massachusetts Institute Of Technology | Carbon and oxygen analogs of penicillin |
| US4265882A (en) * | 1977-10-03 | 1981-05-05 | Massachusetts Institute Of Technology | Sulphur analogs of penicillins having a nucleophile substituted in the 6 and 7 position, respectively |
-
1980
- 1980-04-10 DK DK155180A patent/DK155180A/da not_active IP Right Cessation
- 1980-05-13 PL PL22418880A patent/PL224188A1/xx unknown
- 1980-05-14 CS CS803351A patent/CS214756B2/cs unknown
- 1980-05-14 AT AT0259780A patent/AT366694B/de not_active IP Right Cessation
- 1980-05-14 BE BE0/200635A patent/BE883319A/fr unknown
- 1980-05-15 FI FI801581A patent/FI71562C/sv not_active IP Right Cessation
- 1980-05-15 CA CA000352042A patent/CA1140916A/en not_active Expired
- 1980-05-15 KR KR1019800001920A patent/KR840000079B1/ko active
- 1980-05-15 GR GR61960A patent/GR68461B/el unknown
- 1980-05-16 IL IL60097A patent/IL60097A/xx unknown
- 1980-05-16 AU AU58468/80A patent/AU517488B2/en not_active Ceased
- 1980-05-16 ZA ZA00802908A patent/ZA802908B/xx unknown
- 1980-05-16 CH CH3844/80A patent/CH650262A5/de not_active IP Right Cessation
- 1980-05-16 PT PT71253A patent/PT71253A/pt unknown
- 1980-05-16 IT IT22104/80A patent/IT1140946B/it active
- 1980-05-16 DD DD80221165A patent/DD151310A5/de unknown
- 1980-05-16 DE DE3018847A patent/DE3018847C2/de not_active Expired
- 1980-05-16 FR FR8011063A patent/FR2457293A1/fr active Granted
- 1980-05-16 AR AR281078A patent/AR225038A1/es active
- 1980-05-16 SE SE8003676A patent/SE449995B/sv not_active IP Right Cessation
- 1980-05-16 NL NLAANVRAGE8002843,A patent/NL180937C/xx not_active IP Right Cessation
- 1980-05-16 NO NO801473A patent/NO801473L/no unknown
- 1980-05-16 IE IE1024/80A patent/IE49804B1/en unknown
- 1980-05-16 PH PH24036A patent/PH15033A/en unknown
- 1980-05-17 JP JP55065859A patent/JPS5941994B2/ja not_active Expired
- 1980-05-19 LU LU82458A patent/LU82458A1/fr unknown
- 1980-05-19 ES ES491612A patent/ES491612A0/es active Granted
- 1980-12-10 US US06/214,846 patent/US4356122A/en not_active Expired - Lifetime
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: PFIZER CORPORATION |