SU633477A3 - Способ получени оптических изомеров -циклопропилметил3-окси-9-азаморфинина - Google Patents
Способ получени оптических изомеров -циклопропилметил3-окси-9-азаморфининаInfo
- Publication number
- SU633477A3 SU633477A3 SU762389501A SU2389501A SU633477A3 SU 633477 A3 SU633477 A3 SU 633477A3 SU 762389501 A SU762389501 A SU 762389501A SU 2389501 A SU2389501 A SU 2389501A SU 633477 A3 SU633477 A3 SU 633477A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- azamorphinan
- acid
- cyclopropylmethyl
- hydroxy
- oxy
- Prior art date
Links
- 230000003287 optical effect Effects 0.000 title description 7
- 238000000034 method Methods 0.000 title description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 239000002253 acid Substances 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 16
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 11
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 239000012452 mother liquor Substances 0.000 description 6
- CHLYJEPCJMQYIM-NILFDRSVSA-N (1R,9R,10R)-6,17-diazatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene Chemical compound C1CCC[C@H]2[C@]3([H])NCC[C@@]21C1=CC=CN=C1C3 CHLYJEPCJMQYIM-NILFDRSVSA-N 0.000 description 5
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 5
- 235000019341 magnesium sulphate Nutrition 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- ZSINQHQCWSFASO-UHFFFAOYSA-N 17-(cyclopropylmethyl)-9,17-diazatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol Chemical compound C12=CC(O)=CC=C2CN2C3CCCCC31CCN2CC1CC1 ZSINQHQCWSFASO-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- -1 for example Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 101100113998 Mus musculus Cnbd2 gene Proteins 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- ZJULYDCRWUEPTK-UHFFFAOYSA-N dichloromethyl Chemical compound Cl[CH]Cl ZJULYDCRWUEPTK-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- INAXVFBXDYWQFN-XHSDSOJGSA-N morphinan Chemical compound C1C2=CC=CC=C2[C@]23CCCC[C@H]3[C@@H]1NCC2 INAXVFBXDYWQFN-XHSDSOJGSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/08—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/605,950 US4024082A (en) | 1975-08-19 | 1975-08-19 | Analgesics |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU633477A3 true SU633477A3 (ru) | 1978-11-15 |
Family
ID=24425890
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762389501A SU633477A3 (ru) | 1975-08-19 | 1976-08-18 | Способ получени оптических изомеров -циклопропилметил3-окси-9-азаморфинина |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4024082A (enExample) |
| JP (1) | JPS5236698A (enExample) |
| DE (1) | DE2637181A1 (enExample) |
| FR (1) | FR2321495A1 (enExample) |
| GB (1) | GB1525162A (enExample) |
| HU (1) | HU171551B (enExample) |
| SU (1) | SU633477A3 (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4556712A (en) * | 1981-05-20 | 1985-12-03 | The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services | Preparation and racemization of chiral 1-benzyl-1,2,3,4-tetrahydroisoquinolines |
| JPS61148446A (ja) * | 1984-12-22 | 1986-07-07 | Konishiroku Photo Ind Co Ltd | ハロゲン化銀写真感光材料の処理方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2742500A (en) * | 1953-12-22 | 1956-04-17 | Du Pont | Resolution of phenylaminopropanediols and intermediates |
| US3452086A (en) * | 1966-04-29 | 1969-06-24 | Bristol Myers Co | Substituted tartranilic acid resolving agents |
| JPS496320B1 (enExample) * | 1969-04-03 | 1974-02-13 |
-
1975
- 1975-08-19 US US05/605,950 patent/US4024082A/en not_active Expired - Lifetime
-
1976
- 1976-08-18 FR FR7625091A patent/FR2321495A1/fr active Granted
- 1976-08-18 HU HU76BI00000548A patent/HU171551B/hu unknown
- 1976-08-18 SU SU762389501A patent/SU633477A3/ru active
- 1976-08-18 DE DE19762637181 patent/DE2637181A1/de not_active Withdrawn
- 1976-08-18 GB GB34405/76A patent/GB1525162A/en not_active Expired
- 1976-08-19 JP JP51098280A patent/JPS5236698A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| US4024082A (en) | 1977-05-17 |
| FR2321495B1 (enExample) | 1979-04-06 |
| JPS5236698A (en) | 1977-03-22 |
| GB1525162A (en) | 1978-09-20 |
| JPS6214554B2 (enExample) | 1987-04-02 |
| DE2637181A1 (de) | 1977-03-03 |
| HU171551B (hu) | 1978-02-28 |
| FR2321495A1 (fr) | 1977-03-18 |
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