JPS58124749A - （±）−エリトロ−２−アミノ−１，２−ジフェニルエタノ−ルの光学分割法 - Google Patents
（±）−エリトロ−２−アミノ−１，２−ジフェニルエタノ−ルの光学分割法Info
- Publication number
- JPS58124749A JPS58124749A JP742882A JP742882A JPS58124749A JP S58124749 A JPS58124749 A JP S58124749A JP 742882 A JP742882 A JP 742882A JP 742882 A JP742882 A JP 742882A JP S58124749 A JPS58124749 A JP S58124749A
- Authority
- JP
- Japan
- Prior art keywords
- salt
- adpe
- amino
- optically active
- supersaturated solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 230000003287 optical effect Effects 0.000 title claims abstract description 26
- GEJJWYZZKKKSEV-UHFFFAOYSA-N 2-amino-1,2-diphenylethanol Chemical compound C=1C=CC=CC=1C(N)C(O)C1=CC=CC=C1 GEJJWYZZKKKSEV-UHFFFAOYSA-N 0.000 title claims description 6
- 239000013078 crystal Substances 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 8
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 5
- 229940114081 cinnamate Drugs 0.000 claims 4
- 239000013543 active substance Substances 0.000 claims 2
- GBGXVCNOKWAMIP-UHFFFAOYSA-N 1,2-diphenylethanol Chemical compound C=1C=CC=CC=1C(O)CC1=CC=CC=C1 GBGXVCNOKWAMIP-UHFFFAOYSA-N 0.000 claims 1
- OISGAEBIQOHXRX-UHFFFAOYSA-N 1-amino-1,2-diphenylethanol Chemical compound C=1C=CC=CC=1C(O)(N)CC1=CC=CC=C1 OISGAEBIQOHXRX-UHFFFAOYSA-N 0.000 claims 1
- 238000011081 inoculation Methods 0.000 claims 1
- 150000003839 salts Chemical class 0.000 abstract description 53
- 150000001875 compounds Chemical class 0.000 abstract description 4
- 239000003513 alkali Substances 0.000 abstract description 3
- 230000006340 racemization Effects 0.000 abstract description 3
- 150000001414 amino alcohols Chemical class 0.000 abstract description 2
- 238000006345 epimerization reaction Methods 0.000 abstract description 2
- 239000003153 chemical reaction reagent Substances 0.000 abstract 2
- 230000007547 defect Effects 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 39
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 5
- 239000012452 mother liquor Substances 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 2
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 description 2
- 238000010908 decantation Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 1
- 235000001258 Cinchona calisaya Nutrition 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- QMGVPVSNSZLJIA-UHFFFAOYSA-N Nux Vomica Natural products C1C2C3C4N(C=5C6=CC=CC=5)C(=O)CC3OCC=C2CN2C1C46CC2 QMGVPVSNSZLJIA-UHFFFAOYSA-N 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 150000001371 alpha-amino acids Chemical class 0.000 description 1
- 235000008206 alpha-amino acids Nutrition 0.000 description 1
- WAKHLWOJMHVUJC-UHFFFAOYSA-N benzoin alpha-oxime Natural products C=1C=CC=CC=1C(=NO)C(O)C1=CC=CC=C1 WAKHLWOJMHVUJC-UHFFFAOYSA-N 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 description 1
- 229960002179 ephedrine Drugs 0.000 description 1
- 229960002989 glutamic acid Drugs 0.000 description 1
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 229960000948 quinine Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP742882A JPS58124749A (ja) | 1982-01-22 | 1982-01-22 | （±）−エリトロ−２−アミノ−１，２−ジフェニルエタノ−ルの光学分割法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP742882A JPS58124749A (ja) | 1982-01-22 | 1982-01-22 | （±）−エリトロ−２−アミノ−１，２−ジフェニルエタノ−ルの光学分割法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58124749A true JPS58124749A (ja) | 1983-07-25 |
| JPS63427B2 JPS63427B2 (enrdf_load_stackoverflow) | 1988-01-07 |
Family
ID=11665591
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP742882A Granted JPS58124749A (ja) | 1982-01-22 | 1982-01-22 | （±）−エリトロ−２−アミノ−１，２−ジフェニルエタノ−ルの光学分割法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58124749A (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7531021B2 (en) | 2004-11-12 | 2009-05-12 | General Electric Company | Article having a dispersion of ultrafine titanium boride particles in a titanium-base matrix |
-
1982
- 1982-01-22 JP JP742882A patent/JPS58124749A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63427B2 (enrdf_load_stackoverflow) | 1988-01-07 |
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