SU1542412A3 - Способ получени S- @ -циано-3-феноксибензилового спирта или его смеси с R-изомером - Google Patents
Способ получени S- @ -циано-3-феноксибензилового спирта или его смеси с R-изомером Download PDFInfo
- Publication number
- SU1542412A3 SU1542412A3 SU833675006A SU3675006A SU1542412A3 SU 1542412 A3 SU1542412 A3 SU 1542412A3 SU 833675006 A SU833675006 A SU 833675006A SU 3675006 A SU3675006 A SU 3675006A SU 1542412 A3 SU1542412 A3 SU 1542412A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- cyano
- alcohol
- isomer
- mixture
- cyclo
- Prior art date
Links
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 8
- 239000000203 mixture Substances 0.000 title claims description 3
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000003054 catalyst Substances 0.000 claims abstract description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 24
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims 1
- -1 cyanomethyl esters Chemical class 0.000 abstract description 3
- 150000001299 aldehydes Chemical class 0.000 abstract description 2
- OHUXOEXBXPZKPT-CHWSQXEVSA-N (2r)-2-[[(2r)-2-amino-3-phenylpropanoyl]amino]-3-(1h-imidazol-5-yl)propanoic acid Chemical compound C([C@@H](N)C(=O)N[C@H](CC=1NC=NC=1)C(O)=O)C1=CC=CC=C1 OHUXOEXBXPZKPT-CHWSQXEVSA-N 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- MRLGCTNJRREZHZ-UHFFFAOYSA-N 3-phenoxybenzaldehyde Chemical compound O=CC1=CC=CC(OC=2C=CC=CC=2)=C1 MRLGCTNJRREZHZ-UHFFFAOYSA-N 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- LKHMSUATUYVXSQ-UHFFFAOYSA-N [2-(4-nitrophenyl)acetyl] 2-(4-nitrophenyl)acetate Chemical compound C1=CC([N+](=O)[O-])=CC=C1CC(=O)OC(=O)CC1=CC=C([N+]([O-])=O)C=C1 LKHMSUATUYVXSQ-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000002728 pyrethroid Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/08—Preparation of carboxylic acid nitriles by addition of hydrogen cyanide or salts thereof to unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/23—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same unsaturated acyclic carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/38—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by esterified hydroxy groups
-
- 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
- C07C45/87—Preparation of ketenes or dimeric ketenes
- C07C45/89—Preparation of ketenes or dimeric ketenes from carboxylic acids, their anhydrides, esters or halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/88—Ketenes; Dimeric ketenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
- C07K5/06043—Leu-amino acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06139—Dipeptides with the first amino acid being heterocyclic
- C07K5/06147—Dipeptides with the first amino acid being heterocyclic and His-amino acid; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/12—Cyclic peptides with only normal peptide bonds in the ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Toxicology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US44376382A | 1982-11-22 | 1982-11-22 | |
| US44376482A | 1982-11-22 | 1982-11-22 | |
| US44351382A | 1982-11-22 | 1982-11-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1542412A3 true SU1542412A3 (ru) | 1990-02-07 |
Family
ID=27412181
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU833675006A SU1542412A3 (ru) | 1982-11-22 | 1983-11-21 | Способ получени S- @ -циано-3-феноксибензилового спирта или его смеси с R-изомером |
Country Status (24)
| Country | Link |
|---|---|
| EP (2) | EP0451927A1 (enExample) |
| JP (2) | JPH02270852A (enExample) |
| KR (1) | KR890003660B1 (enExample) |
| AU (1) | AU577032B2 (enExample) |
| BG (1) | BG40805A3 (enExample) |
| BR (1) | BR8306312A (enExample) |
| CA (1) | CA1263800A (enExample) |
| DD (1) | DD216453A5 (enExample) |
| DE (1) | DE3382524D1 (enExample) |
| DK (1) | DK532383A (enExample) |
| ES (1) | ES8601860A1 (enExample) |
| FI (1) | FI834259A7 (enExample) |
| GR (1) | GR79041B (enExample) |
| HU (1) | HU200584B (enExample) |
| IL (1) | IL70155A (enExample) |
| IN (1) | IN161692B (enExample) |
| MX (1) | MX167266B (enExample) |
| NO (1) | NO834257L (enExample) |
| NZ (1) | NZ206106A (enExample) |
| OA (1) | OA07593A (enExample) |
| PL (1) | PL244585A1 (enExample) |
| PT (1) | PT77685B (enExample) |
| SU (1) | SU1542412A3 (enExample) |
| YU (2) | YU43197B (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU576322B2 (en) * | 1983-07-22 | 1988-08-25 | Ici Australia Limited | Alpha-substituted-alpha-cyanomethyl alcohols |
| US4554102A (en) * | 1983-09-26 | 1985-11-19 | Shell Oil Company | Cyanohydrination catalyst comprising non-crystalline or amorphous dipeptide |
| EP0172380A3 (en) * | 1984-08-20 | 1987-06-16 | E.I. Du Pont De Nemours And Company | Preparation of cyanomethyl esters |
| US4611077A (en) * | 1985-06-26 | 1986-09-09 | Shell Oil Company | Increasing enantiomeric selectivity in chiral cyanohydrination |
| US4611076A (en) * | 1985-06-26 | 1986-09-09 | Shell Oil Company | Chiral cyanohydrination process |
| JPH064578B2 (ja) * | 1986-12-15 | 1994-01-19 | 鐘淵化学工業株式会社 | 光学活性シアノ化合物の製造方法 |
| JP2924000B2 (ja) * | 1989-09-29 | 1999-07-26 | 住友化学工業株式会社 | 不斉誘起触媒 |
| CA2062233A1 (en) * | 1991-03-12 | 1992-09-13 | Atsunori Mori | Catalyst for asymmetric induction |
| GB0304132D0 (en) | 2003-02-24 | 2003-03-26 | Syngenta Ltd | Chemical process |
| US20120283178A1 (en) * | 2009-12-25 | 2012-11-08 | Cerebos Pacific Limited | Learning motivation improvers |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2383137A (en) * | 1939-12-05 | 1945-08-21 | American Cyanamid Co | Acetylation of cyanohydrins |
| BE635217A (enExample) * | 1963-07-22 | |||
| ZA7911B (en) * | 1978-01-31 | 1980-01-30 | Roussel Uclaf | Optically-active substituted benzyl alcohol and process for preparing it |
| FR2458542A1 (fr) * | 1979-06-12 | 1981-01-02 | Roussel Uclaf | Procede de preparation d'alcools a-cyanes optiquement actifs |
| DE3116474A1 (de) * | 1981-04-25 | 1982-11-11 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von optisch aktiven carbonsaeuren |
| JPS5829757A (ja) * | 1981-08-17 | 1983-02-22 | Nippon Kayaku Co Ltd | 光学活性マンデロニトリルの製造法 |
| AU527142B2 (en) * | 1981-12-16 | 1983-02-17 | Bayer Aktiengesellschaft | Phenoxy benzyl alcohols |
| ZA837994B (en) * | 1982-11-22 | 1984-06-27 | Shell Oil Co | Process for the preparation of optically-active cyanomethyl esters |
| AU576322B2 (en) * | 1983-07-22 | 1988-08-25 | Ici Australia Limited | Alpha-substituted-alpha-cyanomethyl alcohols |
-
1983
- 1983-10-31 NZ NZ206106A patent/NZ206106A/en unknown
- 1983-11-02 IN IN1346/CAL/83A patent/IN161692B/en unknown
- 1983-11-07 IL IL70155A patent/IL70155A/xx not_active IP Right Cessation
- 1983-11-11 YU YU2227/83A patent/YU43197B/xx unknown
- 1983-11-11 MX MX199385A patent/MX167266B/es unknown
- 1983-11-16 PL PL24458583A patent/PL244585A1/xx unknown
- 1983-11-17 BR BR8306312A patent/BR8306312A/pt not_active IP Right Cessation
- 1983-11-17 DD DD83256815A patent/DD216453A5/de unknown
- 1983-11-18 DE DE8383111562T patent/DE3382524D1/de not_active Expired - Lifetime
- 1983-11-18 EP EP91201451A patent/EP0451927A1/en not_active Withdrawn
- 1983-11-18 PT PT77685A patent/PT77685B/pt unknown
- 1983-11-18 EP EP83111562A patent/EP0109681B1/en not_active Expired - Lifetime
- 1983-11-21 CA CA000441540A patent/CA1263800A/en not_active Expired
- 1983-11-21 ES ES527417A patent/ES8601860A1/es not_active Expired
- 1983-11-21 AU AU21555/83A patent/AU577032B2/en not_active Ceased
- 1983-11-21 SU SU833675006A patent/SU1542412A3/ru active
- 1983-11-21 FI FI834259A patent/FI834259A7/fi not_active Application Discontinuation
- 1983-11-21 NO NO834257A patent/NO834257L/no unknown
- 1983-11-21 DK DK532383A patent/DK532383A/da not_active Application Discontinuation
- 1983-11-21 HU HU834003A patent/HU200584B/hu not_active IP Right Cessation
- 1983-11-22 GR GR73016A patent/GR79041B/el unknown
- 1983-11-22 BG BG063151A patent/BG40805A3/xx unknown
- 1983-11-22 KR KR1019830005527A patent/KR890003660B1/ko not_active Expired
- 1983-11-22 OA OA58163A patent/OA07593A/xx unknown
-
1986
- 1986-03-12 YU YU369/86A patent/YU43429B/xx unknown
-
1989
- 1989-11-22 JP JP1302306A patent/JPH02270852A/ja active Pending
-
1990
- 1990-06-25 JP JP2164329A patent/JPH03238053A/ja active Pending
Non-Patent Citations (1)
| Title |
|---|
| Патент US № 4273727, кл, С 07 С 121/75, опублик. 1981. * |
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