KR870004039A - 2-(1-옥소-3-티올라닐)-2-펜엠 항생물질의 제조방법 - Google Patents
2-(1-옥소-3-티올라닐)-2-펜엠 항생물질의 제조방법 Download PDFInfo
- Publication number
- KR870004039A KR870004039A KR1019860008669A KR860008669A KR870004039A KR 870004039 A KR870004039 A KR 870004039A KR 1019860008669 A KR1019860008669 A KR 1019860008669A KR 860008669 A KR860008669 A KR 860008669A KR 870004039 A KR870004039 A KR 870004039A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- formula
- oxo
- iib
- group
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 6
- -1 1-oxo-3-thiolanyl Chemical group 0.000 title claims abstract 3
- 230000003115 biocidal effect Effects 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 7
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims 1
- 230000010933 acylation Effects 0.000 claims 1
- 238000005917 acylation reaction Methods 0.000 claims 1
- 230000000903 blocking effect Effects 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical group [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 150000003512 tertiary amines Chemical class 0.000 claims 1
- 125000001166 thiolanyl group Chemical group 0.000 claims 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 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
-
- 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
- C07D499/88—Compounds with a double bond between positions 2 and 3 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/307—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- 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
- C07F7/1804—Compounds having Si-O-C linkages
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Cephalosporin Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (27)
- 일반식
-
- (식 중, R1은 통상의 실릴히드록시 보호기임)의 화합물을 삼급 아민 존재하에 0°내지 -80℃에서 반응에 불활성인 용매 중에서 일반식
-
- [식중, R3는(여기에서, X는 수소 또는 클로로임) 또는임]의 산 불화물을 사용해서 아실화시킴을 특징으로 하는 일반식
-
- (식 중, R1,R3는 상기 정의한 바와 같음)의 화합물의 제조방법.
- 제 1 항에 있어서, 티올란 고리에 부착된 기가 시스형의 상대입체화학 구조를 가지는 방법.
- 제 2 항에 있어서, R1이인 방법.
- 제 2 항에 있어서,
- (a) 일반식(Ⅲb)의 화합물을 일반식
-
- (식 중, R1및 R3는 제 1 항에서 정의한 바와 같음)의 화합물로 고리화시키고, (b) 일반식(Ⅱa)화합물 중의 실릴 에테르기를 가수분해하여 일반식
-
- (식 중, R3는 제 1 항에서 정의한 바와 같음)의 화합물을 형성시키고, (c) R3이인 경우에, 일반식(Ⅱb)화합물 중 에스테르 기능기의 블로킹을 제거해서 구조식
-
- 의 화합물 또는 제약상 허용되는 그의 양이온을 형성시키는 공정을 더 포함시키는 방법.
- 제 4 항에 있어서, R1이인 방법.
- 제 5 항에 있어서, R3이인 방법.
- 제 5 항에 있어서, R3이 -CH2-CH=CH2인 방법.
- 제 5 항에 있어서, R3이인 방법.
- KSO2F를 40°~90℃의 온도에서 실질적으로 1몰 당량의 구조식
-
- 의 산 염화물과 반응시킴을 특징으로 하는 구조식
-
- 의 산 불화물의 제조방법.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US788,273 | 1977-04-18 | ||
US78827385A | 1985-10-17 | 1985-10-17 | |
US87795786A | 1986-06-24 | 1986-06-24 | |
US877,831 | 1986-06-24 | ||
US06/877,831 US4739047A (en) | 1985-10-17 | 1986-06-24 | Intermediates for 2-(1-oxo-3-thiolanyl)-2-penem antibiotics |
US877,957 | 1986-06-24 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR870004039A true KR870004039A (ko) | 1987-05-07 |
KR890004559B1 KR890004559B1 (ko) | 1989-11-15 |
Family
ID=27419851
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860008669A KR890004559B1 (ko) | 1985-10-17 | 1986-10-16 | 3-[보호된 히드록시에틸)-4-[1-옥소-3-티올라닐티오(티오카르보닐)티오]-2-아제티논 유도체 및 이로부터 2-(1-옥소-3-티올라닐)-2-펜엠 항생물질의 제조방법 |
Country Status (18)
Country | Link |
---|---|
EP (1) | EP0223397B1 (ko) |
KR (1) | KR890004559B1 (ko) |
CN (1) | CN86106583B (ko) |
AT (1) | ATE66923T1 (ko) |
DE (1) | DE3681255D1 (ko) |
DK (1) | DK495286A (ko) |
EG (1) | EG18143A (ko) |
ES (1) | ES2029794T3 (ko) |
FI (1) | FI83654C (ko) |
GR (1) | GR3002766T3 (ko) |
HU (1) | HU198066B (ko) |
IE (1) | IE59260B1 (ko) |
IL (1) | IL80295A0 (ko) |
NO (1) | NO165839C (ko) |
NZ (1) | NZ217944A (ko) |
PL (1) | PL149240B1 (ko) |
PT (1) | PT83560B (ko) |
YU (1) | YU43956B (ko) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1988008845A1 (en) * | 1987-05-11 | 1988-11-17 | Pfizer Inc. | Diastereomeric 5r,6s-6-(1r-hydroxyethyl)-2-(cis-1-oxo-3-thiolanylthio)-2-penem-3-carboxylic acids |
MX20084A (es) * | 1989-03-28 | 1993-03-01 | Pfizer | Derivados de 2 -carbapenem antibacterianos |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4347183A (en) * | 1981-02-02 | 1982-08-31 | Schering Corporation | Process for the synthesis of penems and carbapenems |
EP0130025B1 (en) * | 1983-06-21 | 1987-07-08 | Pfizer Inc. | 2-alkylthiopenem derivatives |
-
1986
- 1986-10-10 AT AT86307840T patent/ATE66923T1/de not_active IP Right Cessation
- 1986-10-10 DE DE8686307840T patent/DE3681255D1/de not_active Expired - Fee Related
- 1986-10-10 EP EP86307840A patent/EP0223397B1/en not_active Expired - Lifetime
- 1986-10-10 ES ES198686307840T patent/ES2029794T3/es not_active Expired - Lifetime
- 1986-10-14 IL IL80295A patent/IL80295A0/xx not_active IP Right Cessation
- 1986-10-15 NZ NZ217944A patent/NZ217944A/xx unknown
- 1986-10-16 KR KR1019860008669A patent/KR890004559B1/ko not_active IP Right Cessation
- 1986-10-16 PL PL1986261891A patent/PL149240B1/pl unknown
- 1986-10-16 EG EG653/86A patent/EG18143A/xx active
- 1986-10-16 DK DK495286A patent/DK495286A/da not_active Application Discontinuation
- 1986-10-16 FI FI864182A patent/FI83654C/fi not_active IP Right Cessation
- 1986-10-16 PT PT83560A patent/PT83560B/pt not_active IP Right Cessation
- 1986-10-16 IE IE273986A patent/IE59260B1/en not_active IP Right Cessation
- 1986-10-16 YU YU1762/86A patent/YU43956B/xx unknown
- 1986-10-16 HU HU864320D patent/HU198066B/hu not_active IP Right Cessation
- 1986-10-16 NO NO864125A patent/NO165839C/no unknown
- 1986-10-16 CN CN86106583A patent/CN86106583B/zh not_active Expired
-
1991
- 1991-09-20 GR GR91401378T patent/GR3002766T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
FI83654B (fi) | 1991-04-30 |
YU43956B (en) | 1989-12-31 |
CN86106583A (zh) | 1987-04-22 |
GR3002766T3 (en) | 1993-01-25 |
NO165839B (no) | 1991-01-07 |
ES2029794T3 (es) | 1992-10-01 |
CN86106583B (zh) | 1988-07-06 |
EP0223397B1 (en) | 1991-09-04 |
FI864182A (fi) | 1987-04-18 |
HUT45065A (en) | 1988-05-30 |
FI83654C (fi) | 1991-08-12 |
IL80295A0 (en) | 1987-01-30 |
IE862739L (en) | 1987-04-17 |
NO864125L (no) | 1987-04-21 |
PT83560A (en) | 1986-11-01 |
KR890004559B1 (ko) | 1989-11-15 |
NZ217944A (en) | 1989-06-28 |
PL261891A1 (en) | 1988-08-04 |
NO165839C (no) | 1991-04-17 |
DK495286A (da) | 1987-04-18 |
HU198066B (en) | 1989-07-28 |
IE59260B1 (en) | 1994-01-26 |
ATE66923T1 (de) | 1991-09-15 |
EP0223397A3 (en) | 1988-12-14 |
DE3681255D1 (de) | 1991-10-10 |
PL149240B1 (en) | 1990-01-31 |
PT83560B (pt) | 1989-05-31 |
EG18143A (en) | 1992-08-30 |
NO864125D0 (no) | 1986-10-16 |
EP0223397A2 (en) | 1987-05-27 |
DK495286D0 (da) | 1986-10-16 |
FI864182A0 (fi) | 1986-10-16 |
YU176286A (en) | 1988-02-29 |
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GRNT | Written decision to grant | ||
FPAY | Annual fee payment |
Payment date: 19930823 Year of fee payment: 5 |
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LAPS | Lapse due to unpaid annual fee |