KR860001778A - (-)-5-(1-하이드록시-1-메틸에틸)-2-메틸-2-싸이클로헥센-1-온에서 유도된 디아스테레오머 혼합물의 제조방법 - Google Patents
(-)-5-(1-하이드록시-1-메틸에틸)-2-메틸-2-싸이클로헥센-1-온에서 유도된 디아스테레오머 혼합물의 제조방법 Download PDFInfo
- Publication number
- KR860001778A KR860001778A KR1019850005443A KR850005443A KR860001778A KR 860001778 A KR860001778 A KR 860001778A KR 1019850005443 A KR1019850005443 A KR 1019850005443A KR 850005443 A KR850005443 A KR 850005443A KR 860001778 A KR860001778 A KR 860001778A
- Authority
- KR
- South Korea
- Prior art keywords
- hydroxy
- tetramethyl
- cyclohexene
- methanol
- cyclohexen
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims 4
- DJOOMNLGIUGRKD-UHFFFAOYSA-N 5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-one Chemical compound CC1=CCC(C(C)(C)O)CC1=O DJOOMNLGIUGRKD-UHFFFAOYSA-N 0.000 title claims 2
- 238000000034 method Methods 0.000 title claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims 1
- 229940035423 ethyl ether Drugs 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 1
- DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 238000010898 silica gel chromatography Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
- C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
- C07C29/40—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones with compounds containing carbon-to-metal bonds
-
- 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
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/10—Expectorants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C35/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
- C07C35/08—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a six-membered rings
- C07C35/18—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a six-membered rings with unsaturation at least in the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
- C07C45/292—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Saccharide Compounds (AREA)
- Steroid Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (2)
- 에틸에티르내의 (-)-5-(1-하이드록시-1-메틸에틸)-2-메틸-2-싸이클로헥센-1-온을 -30℃에서 5% 메틸리튬의 에테르 용액과 반응시키고, 반응혼합물을 12시간동안 상온에서 교반하고, 물로 세척하고, 증발 건조하고, 이소프로필 에테르로 정제하여 디아스테레오며 혼합물을 얻는 것을 특징으로 하는 44.44%(1S-5R)-5-하이드록시-α,α-4,5-테트라메틸-3-싸이클로헥센-1-메탄올 및 55.55%(1S-5S)-5-하이드록시-α,α-4,5-테트라메틸-3-싸이클로헥센-1-메탄올로 구성된 디아스테레오머 혼합물을 제조하는 방법.
- 44.44%(1S-5R)-5-하이드록시-α,α-4,5-테트라메틸-3-싸이클로헥센-1-메탄올 및 55.55%(1S-5S)-5-하이드록시-α,α-4,5-테트라메틸-3-싸이클로헥센-1-메탄올의 디아스테레오머 혼합물이 6 : 4 싸이클로헥산/에틸 아세테이트로 용출하는 실리카겔 크로마토그래피에 의해서 분리되는 것을 특징으로 하는 (1S-5R)-5-하이드록시-α,α-4,5-테트라메틸-3-싸이클로헥센-1-메탄올 및 (1S-5S)-5-하이드록시-α,α-4,5-테트라메틸-3-싸이클로헥센-1-메탄올로 구성된 디아스테레오머를 제조하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT22257/84A IT1180220B (it) | 1984-08-08 | 1984-08-08 | Miscela di composti diastereoisomeri, ottenuti da (-)-5-(1-idrossi-1-metiletil)-2-metil-2-cicloesen-1-one, avente attivita' mucosecretolitica, procedimento per la sua preparazione e composizioni farmaceutiche che la contengono |
IT22257-A/84 | 1984-08-08 | ||
IT22257A/84 | 1984-08-08 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR860001778A true KR860001778A (ko) | 1986-03-22 |
KR920001788B1 KR920001788B1 (ko) | 1992-03-02 |
Family
ID=11193758
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019850005443A KR920001788B1 (ko) | 1984-08-08 | 1985-07-29 | (-)-5-(1-하이드록시-1-메틸에틸)-2-메틸-2-싸이클로헥센-1-온에서 유도된 디아스테레오머 혼합물의 제조 방법 |
Country Status (7)
Country | Link |
---|---|
US (1) | US4596894A (ko) |
EP (1) | EP0170839B1 (ko) |
JP (1) | JPS6147432A (ko) |
KR (1) | KR920001788B1 (ko) |
AT (1) | ATE45939T1 (ko) |
DE (1) | DE3572649D1 (ko) |
IT (1) | IT1180220B (ko) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH681060A5 (ko) * | 1990-08-22 | 1993-01-15 | Riace Ets | |
KR102427155B1 (ko) | 2015-08-25 | 2022-07-29 | 삼성디스플레이 주식회사 | 레이저 결정화 장치 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2949489A (en) * | 1958-06-23 | 1960-08-16 | Fmc Corp | Preparation of sobrerol |
CH568951A5 (ko) * | 1970-04-17 | 1975-11-14 | Corvi Camillo Spa |
-
1984
- 1984-08-08 IT IT22257/84A patent/IT1180220B/it active
-
1985
- 1985-06-19 AT AT85107579T patent/ATE45939T1/de not_active IP Right Cessation
- 1985-06-19 EP EP85107579A patent/EP0170839B1/en not_active Expired
- 1985-06-19 DE DE8585107579T patent/DE3572649D1/de not_active Expired
- 1985-06-19 US US06/746,559 patent/US4596894A/en not_active Expired - Fee Related
- 1985-07-29 KR KR1019850005443A patent/KR920001788B1/ko active IP Right Grant
- 1985-08-07 JP JP60172534A patent/JPS6147432A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
EP0170839B1 (en) | 1989-08-30 |
EP0170839A2 (en) | 1986-02-12 |
KR920001788B1 (ko) | 1992-03-02 |
IT1180220B (it) | 1987-09-23 |
DE3572649D1 (en) | 1989-10-05 |
JPS6147432A (ja) | 1986-03-07 |
US4596894A (en) | 1986-06-24 |
IT8422257A0 (it) | 1984-08-08 |
EP0170839A3 (en) | 1987-06-03 |
JPS647057B2 (ko) | 1989-02-07 |
ATE45939T1 (de) | 1989-09-15 |
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