KR860001054A - 염산 l-노르카르니틴의 제조방법 - Google Patents
염산 l-노르카르니틴의 제조방법 Download PDFInfo
- Publication number
- KR860001054A KR860001054A KR1019850004827A KR850004827A KR860001054A KR 860001054 A KR860001054 A KR 860001054A KR 1019850004827 A KR1019850004827 A KR 1019850004827A KR 850004827 A KR850004827 A KR 850004827A KR 860001054 A KR860001054 A KR 860001054A
- Authority
- KR
- South Korea
- Prior art keywords
- norcarnitine
- diazabicyclo
- iii
- octane
- remaining
- Prior art date
Links
- NXDDNODAJKZARA-RXMQYKEDSA-N (3R)-4-(dimethylammonio)-3-hydroxybutanoate Chemical compound CN(C)C[C@H](O)CC(O)=O NXDDNODAJKZARA-RXMQYKEDSA-N 0.000 title claims 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 title claims 5
- 238000000034 method Methods 0.000 title claims 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims 5
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- 238000009835 boiling Methods 0.000 claims 3
- FTTATHOUSOIFOQ-UHFFFAOYSA-N 1,2,3,4,6,7,8,8a-octahydropyrrolo[1,2-a]pyrazine Chemical compound C1NCCN2CCCC21 FTTATHOUSOIFOQ-UHFFFAOYSA-N 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 239000002244 precipitate Substances 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- 239000011347 resin Substances 0.000 claims 2
- 229920005989 resin Polymers 0.000 claims 2
- 239000000243 solution Substances 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000006227 byproduct Substances 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 239000003456 ion exchange resin Substances 0.000 claims 1
- 229920003303 ion-exchange polymer Polymers 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 238000010992 reflux Methods 0.000 claims 1
- 239000002904 solvent Substances 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
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Catalysts (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
- Pyridine Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (2)
- 다음 반응식 :으로 표시되는 다음 단계 : (a) 몰비 1 : 2-1 : 6의 염화 L-카르니틴(Ⅱ)과 1,4-디아자비시클로[2, 2, 2]옥탄(Ⅲ)의 혼합물을, 반응시 불활성인 고비점 유기용매하에, 약 2-48시간 동안 혼합물의 환류온도에서 반응 시켜서, L-노르카르니틴(Ⅰ'), 부산물로서 1,4-디아자비시클로[2, 2, 2]의 N-메틸유도체, 과량의 미반응물(Ⅲ)과 소량의 미반응물(Ⅱ)로 이루어진 반응혼합물을 제조하고 ; (b) 단계(1a)의 반응 혼합물을 4-10℃로 냉각하여 최소한 부의 미반응 1,4-디아자비시클로[2, 2, 2] 옥탄(Ⅲ)과 이의 N-메틸 유도체(Ⅳ)를 침전시키고, 침전물을 여별한다 ; (c) 단계(b)의 여과물을 감압하에 증류하여 고비점 용매를 제거하고, 잔유물을 물로 처리하여 수용액을 제조한다. (d) 단계(c)의 용액을 OH-형태로 활성화된 강염기성 이온-교환수지로 용출하고, 수지에 남은 L-노르카르니틴(Ⅰ)을 잔유한 1,4-디아자비시클로[2, 2, 2]옥탄(Ⅲ), 이의 N-메틸유도체(Ⅳ)와 미반응물(Ⅱ)로 된 용출액과 분리시키고 ; (e) 단계(d)의 수지를 1N-2N 염산으로 용출하여 염산 L-노르카르니틴(Ⅰ)의 용액을 제조하여서 함을 특징으로 하는 염산 L-노르카르니틴의 제조방법.
- 1항에 있어서, 고비점 유기용매를 벤젠, 디메틸포름아미드와 에탄올로부터 선택함을 특징으로 하는 상기 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT48660/84A IT1181813B (it) | 1984-07-27 | 1984-07-27 | Procedimento per la preparazione di l-norcarnitina cloridrato |
IT48660A/84 | 1984-07-27 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR860001054A true KR860001054A (ko) | 1986-02-22 |
KR920007231B1 KR920007231B1 (ko) | 1992-08-28 |
Family
ID=11267890
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019850004827A KR920007231B1 (ko) | 1984-07-27 | 1985-07-05 | 염산 l-노르카르니틴의 제조방법 |
Country Status (15)
Country | Link |
---|---|
US (1) | US4599447A (ko) |
EP (1) | EP0169819B1 (ko) |
JP (1) | JPS6143148A (ko) |
KR (1) | KR920007231B1 (ko) |
AT (1) | ATE31916T1 (ko) |
CA (1) | CA1234578A (ko) |
DE (1) | DE3561392D1 (ko) |
DK (1) | DK342485A (ko) |
ES (1) | ES8604112A1 (ko) |
GR (1) | GR851790B (ko) |
IE (1) | IE58119B1 (ko) |
IL (1) | IL75899A (ko) |
IT (1) | IT1181813B (ko) |
PT (1) | PT80871B (ko) |
YU (1) | YU45729B (ko) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4892961A (en) * | 1985-07-31 | 1990-01-09 | Sumitomo Pharmaceuticals Company, Limited | Amino acid derivatives, and their production |
-
1984
- 1984-07-27 IT IT48660/84A patent/IT1181813B/it active
-
1985
- 1985-06-27 IE IE162485A patent/IE58119B1/en not_active IP Right Cessation
- 1985-06-28 US US06/750,689 patent/US4599447A/en not_active Expired - Fee Related
- 1985-07-03 EP EP85830170A patent/EP0169819B1/en not_active Expired
- 1985-07-03 AT AT85830170T patent/ATE31916T1/de not_active IP Right Cessation
- 1985-07-03 DE DE8585830170T patent/DE3561392D1/de not_active Expired
- 1985-07-05 KR KR1019850004827A patent/KR920007231B1/ko not_active IP Right Cessation
- 1985-07-08 CA CA000486469A patent/CA1234578A/en not_active Expired
- 1985-07-08 YU YU112585A patent/YU45729B/sh unknown
- 1985-07-18 GR GR851790A patent/GR851790B/el unknown
- 1985-07-23 JP JP60163780A patent/JPS6143148A/ja active Pending
- 1985-07-24 IL IL75899A patent/IL75899A/xx not_active IP Right Cessation
- 1985-07-26 ES ES545563A patent/ES8604112A1/es not_active Expired
- 1985-07-26 DK DK342485A patent/DK342485A/da unknown
- 1985-07-26 PT PT80871A patent/PT80871B/pt unknown
Also Published As
Publication number | Publication date |
---|---|
YU112585A (en) | 1987-12-31 |
EP0169819A1 (en) | 1986-01-29 |
GR851790B (ko) | 1985-11-26 |
PT80871B (pt) | 1987-09-18 |
YU45729B (sh) | 1992-07-20 |
US4599447A (en) | 1986-07-08 |
EP0169819B1 (en) | 1988-01-13 |
IT8448660A0 (it) | 1984-07-27 |
IE851624L (en) | 1986-01-27 |
ES545563A0 (es) | 1986-01-16 |
KR920007231B1 (ko) | 1992-08-28 |
IE58119B1 (en) | 1993-07-14 |
DE3561392D1 (en) | 1988-02-18 |
CA1234578A (en) | 1988-03-29 |
IT1181813B (it) | 1987-09-30 |
IL75899A (en) | 1988-06-30 |
ATE31916T1 (de) | 1988-01-15 |
ES8604112A1 (es) | 1986-01-16 |
PT80871A (en) | 1985-08-01 |
DK342485D0 (da) | 1985-07-26 |
IL75899A0 (en) | 1985-12-31 |
JPS6143148A (ja) | 1986-03-01 |
DK342485A (da) | 1986-01-28 |
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Legal Events
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---|---|---|---|
A201 | Request for examination | ||
G160 | Decision to publish patent application | ||
E701 | Decision to grant or registration of patent right | ||
GRNT | Written decision to grant | ||
LAPS | Lapse due to unpaid annual fee |