BG96136A - Циклични пероксиацеталлактонови,лактолови и етерни съединения и метод за получаването им - Google Patents
Циклични пероксиацеталлактонови,лактолови и етерни съединения и метод за получаването имInfo
- Publication number
- BG96136A BG96136A BG096136A BG9613692A BG96136A BG 96136 A BG96136 A BG 96136A BG 096136 A BG096136 A BG 096136A BG 9613692 A BG9613692 A BG 9613692A BG 96136 A BG96136 A BG 96136A
- Authority
- BG
- Bulgaria
- Prior art keywords
- group
- atom
- aryl
- cyclic
- alkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title 1
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000004429 atom Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000000524 functional group Chemical group 0.000 abstract 2
- 125000000468 ketone group Chemical group 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 1
- 150000001241 acetals Chemical class 0.000 abstract 1
- BLUAFEHZUWYNDE-NNWCWBAJSA-N artemisinin Chemical compound C([C@](OO1)(C)O2)C[C@H]3[C@H](C)CC[C@@H]4[C@@]31[C@@H]2OC(=O)[C@@H]4C BLUAFEHZUWYNDE-NNWCWBAJSA-N 0.000 abstract 1
- 229960004191 artemisinin Drugs 0.000 abstract 1
- 229930101531 artemisinin Natural products 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- -1 cyclic acetal Chemical class 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- 125000001867 hydroperoxy group Chemical group [*]OO[H] 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D321/00—Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00
- C07D321/02—Seven-membered rings
- C07D321/10—Seven-membered rings condensed with carbocyclic rings or ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Изобретението намира приложение за получаване на биологично активни съединения, съдържащи циклични пероксиацеталактонови или лактолови функционални групи, по-специално qingнаоsu (кингаосу) (аrтемisinin). По метода се получават съединения, съдържащи пероксиацеталова, пероксиацеталлактолова или пероксиацеталетерна функционална група, като се извършва окисление в присъствие на един или повече окислителни метални катализатори на съединение, съдържащо хидропероксиалкенова карбонова киселина, хидроксипероксиалкеналдехидна, хидропероксиалкенкетонна група или диалкилацеталите им и хидропероксиалкеналкохолна функционална група. Методът се осъществява по следната схема: където n има стойност 1,2 или 3, м е 0,1 или 2, р е 0,1,2 или 3; r5 означава групите -с0он, -сrон, -с(0)r или където r е н, алкил, арил или арилалкил; r1 означава независимо алкил, арилалкил или всеки r1 заедно с групата -0-с-0-, към която е прикачен, образува цикличен ацетал; х означава сr2r3, 0, s, sо, sо2, където r2 и r3 са подбрани независимо между н, възможно заместен алкил или арил и, когато n е повече от 1, х е избран независимо и може да бъде с права или разклонена верига и заедно със заместителя y може да образува пръстен; y е заместител, избран между н, възможно заместен алкил или арил; y може да е разположен при същия с атом, при който е хидроперокси групата и който и да е с атом може да бъде двузаместен с y при заместване на н атом(и) в групата (сн2)м с y; r6 или r7 имат посочените по-горе значения за r, н, он, оr1 или заедно с въглеродния атом, към който са присъединени, образуват кетогрупа. 35 претенции
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AUPJ659589 | 1989-09-27 | ||
| PCT/AU1990/000456 WO1991004970A1 (en) | 1989-09-27 | 1990-09-27 | Cyclic peroxyacetal lactone, lactol and ether compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BG96136A true BG96136A (bg) | 1993-12-24 |
| BG60967B1 BG60967B1 (en) | 1996-07-31 |
Family
ID=3774237
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BG96136A BG60967B1 (en) | 1989-09-27 | 1992-03-26 | Cyclic peroxyacetalactone, lactol and ether compounds and method for their preparation |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US5310946A (bg) |
| EP (1) | EP0494209A4 (bg) |
| JP (1) | JP2506505B2 (bg) |
| BG (1) | BG60967B1 (bg) |
| BR (1) | BR9007687A (bg) |
| CA (1) | CA2067101A1 (bg) |
| FI (1) | FI921376A0 (bg) |
| HU (1) | HUT64766A (bg) |
| OA (1) | OA09572A (bg) |
| RO (1) | RO111365B1 (bg) |
| WO (1) | WO1991004970A1 (bg) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3105361B2 (ja) * | 1992-08-19 | 2000-10-30 | 日本電信電話株式会社 | 移動通信方式における認証方法 |
| US20060270863A1 (en) * | 2005-05-27 | 2006-11-30 | Amyris Biotechnologies | Conversion of amorpha-4,11-diene to artemisinin and artemisinin precursors |
| WO2009088404A1 (en) * | 2007-12-30 | 2009-07-16 | Amyris Biotechnologies, Inc. | Processes for the preparation of artemisinin an its precursors |
| CN103193790B (zh) * | 2012-06-05 | 2015-04-22 | 上海交通大学 | 抗疟疾类药物青蒿素的高效制备方法 |
| CN103172644B (zh) * | 2012-06-05 | 2015-12-23 | 上海交通大学 | 一种药用青蒿素的制备方法 |
| CN103224501B (zh) * | 2012-06-05 | 2015-05-20 | 上海交通大学 | 抗疟疾类药物青蒿素的制备方法 |
| CN103172645B (zh) * | 2012-06-05 | 2015-05-20 | 上海交通大学 | 一种青蒿素的高效合成方法 |
| CN103087074A (zh) * | 2012-12-14 | 2013-05-08 | 湖南科源生物制品有限公司 | 一种青蒿素的半合成方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3924742A1 (de) * | 1989-07-26 | 1991-01-31 | Alcan Gmbh | Niederdruck-kokillen-giessverfahren zum giessen von metallgussteilen |
| US4992561A (en) * | 1990-05-11 | 1991-02-12 | The United States Of America As Represented By The Secretary Of The Army | Simple conversion of artemisinic acid into artemisinin |
-
1990
- 1990-09-27 HU HU9200900A patent/HUT64766A/hu unknown
- 1990-09-27 EP EP19900914467 patent/EP0494209A4/en not_active Ceased
- 1990-09-27 CA CA002067101A patent/CA2067101A1/en not_active Abandoned
- 1990-09-27 US US07/842,413 patent/US5310946A/en not_active Expired - Fee Related
- 1990-09-27 BR BR909007687A patent/BR9007687A/pt not_active Application Discontinuation
- 1990-09-27 WO PCT/AU1990/000456 patent/WO1991004970A1/en not_active Ceased
- 1990-09-27 RO RO92-200392A patent/RO111365B1/ro unknown
- 1990-09-27 JP JP2513477A patent/JP2506505B2/ja not_active Expired - Lifetime
-
1992
- 1992-03-24 OA OA60175A patent/OA09572A/en unknown
- 1992-03-26 BG BG96136A patent/BG60967B1/bg unknown
- 1992-03-27 FI FI921376A patent/FI921376A0/fi not_active Application Discontinuation
-
1994
- 1994-01-24 US US08/186,049 patent/US5420299A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| HU9200900D0 (en) | 1992-05-28 |
| EP0494209A1 (en) | 1992-07-15 |
| US5420299A (en) | 1995-05-30 |
| RO111365B1 (ro) | 1996-09-30 |
| US5310946A (en) | 1994-05-10 |
| FI921376A7 (fi) | 1992-03-27 |
| JPH05504549A (ja) | 1993-07-15 |
| HUT64766A (en) | 1994-02-28 |
| JP2506505B2 (ja) | 1996-06-12 |
| CA2067101A1 (en) | 1991-03-28 |
| BR9007687A (pt) | 1992-07-21 |
| BG60967B1 (en) | 1996-07-31 |
| WO1991004970A1 (en) | 1991-04-18 |
| FI921376A0 (fi) | 1992-03-27 |
| OA09572A (en) | 1993-01-31 |
| EP0494209A4 (en) | 1993-03-10 |
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