KR840002841A - 7-에피-3-엑소메틸렌 세팜 유도체의 제조방법 - Google Patents
7-에피-3-엑소메틸렌 세팜 유도체의 제조방법 Download PDFInfo
- Publication number
- KR840002841A KR840002841A KR1019820005669A KR820005669A KR840002841A KR 840002841 A KR840002841 A KR 840002841A KR 1019820005669 A KR1019820005669 A KR 1019820005669A KR 820005669 A KR820005669 A KR 820005669A KR 840002841 A KR840002841 A KR 840002841A
- Authority
- KR
- South Korea
- Prior art keywords
- general formula
- group
- alkyl
- hydrogen
- phenyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 6
- -1 acetoxymethyl Chemical class 0.000 claims 13
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 150000001266 acyl halides Chemical class 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 150000003462 sulfoxides Chemical class 0.000 claims 2
- MELAKKQWPKPSIU-UHFFFAOYSA-N 1-benzhydryl-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 MELAKKQWPKPSIU-UHFFFAOYSA-N 0.000 claims 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000005868 electrolysis reaction Methods 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000005633 phthalidyl group Chemical group 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000006000 trichloroethyl group Chemical group 0.000 claims 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
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
- C07D205/09—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams with a sulfur atom directly attached in position 4
- C07D205/095—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams with a sulfur atom directly attached in position 4 and with a nitrogen atom directly attached in position 3
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 다음 일반식(Ⅱ)의 설폭사이드 또는 다음 일반식(Ⅲ)의 아세톡시메틸 유도체를 환원시킴을 특징으로 하여 다음 일반식(Ⅰ)의 7-에피-엑소메틸렌세팜을 제조하는 방법.
-
- 상기 일반식에서, R은 수소 또는 아실기이고, R1은 수소, 카복시 보호기 또는 양이온이고, n은 0 또는 1이다.
- 제1항에 있어서, 일반식(Ⅱ)의 설폭사이드의 환원반응을 전기분해 방법으로 수행하거나 아실할라이드 및 C2-C5알켄과 반응시켜 수행하는 방법.
- 제2항에 있어서, 아실할라이드가 C2-C4알카노일 할라이드인 방법.
- 제1항에 있어서, 일반식(Ⅲ)의 아세톡시메틸 유도체를 전해 환원시키는 방법.
- 제1 내지 4항중의 어느 하나에 있어서, R이 수소 또는 일반식 R2OC의 기[여기서 R2는 수소 C1-C3알킬, 시아노메틸, 벤질옥시, 4-니트로벤질옥시, 3급-부톡시, 2,2,2-트리클로로에톡시, 4-메톡시벤질옥시, R3기 (여기서 R3는 페닐, 또는 1 또는 2개의 할로겐, 보호된 하이드록시, 니트로, 시아노트리플루오로메틸, C1-C4알킬 또는 C1-C4알콕시기로 치환된 페닐임), 일반식 R4-(O)n-CH2-의 기(여기서 R4는 R3와 동일하거나, 1,4-사이클로헥사디에닐, 2-티에닐 또는 3-티에닐이고 [(n은 0 또는 1이며, 단 n이 1일 경우 R4는 R3와 동일함), 또는 일반식 R4-CH(W)-의 기(여기서 R4는 전술한 바와 같고 W는 보호된 하이드록시 또는 보호된 아미노임)]인 방법.
- 제5항에 있어서, R2가 C1-C3알킬, 페닐, 페녹시, 벤질 또는 C1-C4알킬로 치환된 페닐인 방법.
- 제1 내지 6항중 어느 하나에 있어서, R1이 아세톡시메틸, 1-아세톡시에틸, 피발로일옥시메틸, 1-피발로일옥시에틸, 카보에톡시옥시메틸, 1-카복시에톡시에틸, 프탈리딜, 디페닐메틸 니트로벤젠, 3급-부틸, 메톡시벤질, 트리클로로에틸 또는 메틸인 방법.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33315481A | 1981-12-21 | 1981-12-21 | |
| US333,154 | 1981-12-21 | ||
| US06/333,156 US4431803A (en) | 1981-12-21 | 1981-12-21 | 7-Epi 3-exomethylenecephams |
| US333,156 | 1981-12-21 | ||
| US333154 | 1989-04-04 | ||
| US333156 | 1999-06-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840002841A true KR840002841A (ko) | 1984-07-21 |
| KR860001364B1 KR860001364B1 (ko) | 1986-09-16 |
Family
ID=26988581
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8205669A KR860001364B1 (ko) | 1981-12-21 | 1982-12-17 | 7-에피-3-엑소메틸렌 세팜 유도체의 제조방법 |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0082656A3 (ko) |
| KR (1) | KR860001364B1 (ko) |
| CA (1) | CA1200543A (ko) |
| DK (1) | DK557682A (ko) |
| GB (1) | GB2111990B (ko) |
| GR (1) | GR77832B (ko) |
| HU (1) | HU189206B (ko) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4587053A (en) * | 1984-04-26 | 1986-05-06 | Eli Lilly And Company | Preparation of oxazolines |
| US5571910A (en) * | 1994-12-09 | 1996-11-05 | Schering Corporation | Process for the preparation of intermediates useful in the synthesis of cephalosporins |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7308292A (ko) * | 1972-06-30 | 1974-01-02 | ||
| CA1022542A (en) * | 1973-01-09 | 1977-12-13 | Bruno Fechtig | Process for the manufacture of methylene compounds |
-
1982
- 1982-12-10 CA CA000417400A patent/CA1200543A/en not_active Expired
- 1982-12-13 EP EP82306634A patent/EP0082656A3/en not_active Ceased
- 1982-12-13 GB GB08235480A patent/GB2111990B/en not_active Expired
- 1982-12-16 GR GR70091A patent/GR77832B/el unknown
- 1982-12-16 DK DK557682A patent/DK557682A/da not_active Application Discontinuation
- 1982-12-17 KR KR8205669A patent/KR860001364B1/ko active IP Right Grant
- 1982-12-17 HU HU824086A patent/HU189206B/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GR77832B (ko) | 1984-09-25 |
| GB2111990B (en) | 1985-07-24 |
| EP0082656A2 (en) | 1983-06-29 |
| HU189206B (en) | 1986-06-30 |
| DK557682A (da) | 1983-06-22 |
| KR860001364B1 (ko) | 1986-09-16 |
| EP0082656A3 (en) | 1984-09-12 |
| GB2111990A (en) | 1983-07-13 |
| CA1200543A (en) | 1986-02-11 |
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