KR850000029A - 광학활성 페녹시프로피온산 유도체의 제조방법 - Google Patents
광학활성 페녹시프로피온산 유도체의 제조방법 Download PDFInfo
- Publication number
- KR850000029A KR850000029A KR1019840002936A KR840002936A KR850000029A KR 850000029 A KR850000029 A KR 850000029A KR 1019840002936 A KR1019840002936 A KR 1019840002936A KR 840002936 A KR840002936 A KR 840002936A KR 850000029 A KR850000029 A KR 850000029A
- Authority
- KR
- South Korea
- Prior art keywords
- alkoxy
- carbon atoms
- general formula
- formula
- acid derivative
- Prior art date
Links
- SXERGJJQSKIUIC-UHFFFAOYSA-N 2-Phenoxypropionic acid Chemical class OC(=O)C(C)OC1=CC=CC=C1 SXERGJJQSKIUIC-UHFFFAOYSA-N 0.000 title claims 8
- 238000000034 method Methods 0.000 title claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 12
- 125000004432 carbon atom Chemical group C* 0.000 claims 11
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 229910052801 chlorine Chemical group 0.000 claims 4
- 239000000460 chlorine Chemical group 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 239000003085 diluting agent Substances 0.000 claims 3
- 229910052736 halogen Chemical group 0.000 claims 3
- 150000002367 halogens Chemical group 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000003943 azolyl group Chemical group 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 239000011593 sulfur Chemical group 0.000 claims 2
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000001399 1,2,3-triazolyl group Chemical group N1N=NC(=C1)* 0.000 claims 1
- -1 1,3,4-triazolyl group Chemical group 0.000 claims 1
- BDSSZTXPZHIYHM-UHFFFAOYSA-N 2-phenoxypropanoyl chloride Chemical compound ClC(=O)C(C)OC1=CC=CC=C1 BDSSZTXPZHIYHM-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 1
- 229920002807 Thiomer Polymers 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 claims 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims 1
- 150000002440 hydroxy compounds Chemical class 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 150000005599 propionic acid derivatives Chemical class 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F3/00—Biological treatment of water, waste water, or sewage
- C02F3/28—Anaerobic digestion processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
- C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Microbiology (AREA)
- Biodiversity & Conservation Biology (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (5)
- a) 일반식(II)의 디페닐에테르 유도체를 적절하게는 산수용체존재하에 및 적절하게는 희석제 존재하에 일반식(III)의 프로피온산 유도체의 S에난티오머와 반응시킨 후, 필요한 경우 생성물을 희석제 존재하에 가수분해시키고, 필요한 경우 생성되는 일식반(Ia)의 페녹시프로피온산 유도체의 R에난티오머를 할로겐화시켜 상응하는 산-할라이드로 전환시키거나, b)일반식(Ia)의 페녹시프로피온산 유도체의 R에 난티오머를 α)일반식(VI)의 실릴클로라이드와 또는 β)일반식(V)의 화합물과, 각 경우에 적절하게는 산결합제 존재하에 및 적절하게는 희석제 존재하에 반응시키거나, c) 일반식(Ib)의 페녹시프로피온산-클로라이드의 R에난티오머를 적절하게는 산-수용체 존재하에 및 적절하게는 희석제 존재하에 일반식(VI)의 하이드록시 화합물과 반응시킴을 특징으로 하여, 일반식(I)의 페녹시프로피온산 유도체의 R에난티오머를 제조하는 방법.상기 식에서, X는 수소 또는 할로겐이고, R는 하이드록실, 할로겐, 알콕시 또는 일반식의 기이며, R1및 R2는 각각 수소 또는 메틸이고, n는 0.1 또는 2이며, Y는 트리메틸실릴 또는 질소를 통해 결합된 임의 치환된 아졸릴이거나, 알콕시, 알콕시카보닐 또는 일반식의 기이고, Q는 산소, 황, SO 또는 SO2이며, R3및 R4는 각각 수소, 할로겐, 탄소수 1 내지 4의 알킬, 탄소수 1내지 4의 알콕시, 탄소수 1내지 4의 알킬티오, 니트로, 시아노 또는 알콕시 그룹중에 1내지 4개의 탄소원자를 함유하는 알콕시카보닐이고, Z는 토실레이트또는 메실레이트(-O-SO2-CH3)이며, R5는 알킬 또는 일반식의 기이고, R6는 알킬이며, R7은 알킬 또는 일반식의 기이다.
- 제1항에 있어서, X가 수소 또는 염소이고, R가 하이드록실, 염소, 브롬, 탄소수 1 내지 4의 알콕시 또는 일반식의 기이며, R1및 R2는 각각 수소 또는 메틸이고, n는 0,1 또는 2이며, Y는 트리메틸실릴 또는 환상 질소원자에 의해 결합된 피라졸릴, 이미다졸릴, 1,2,4-트리아졸릴, 1,2,3-트리아졸릴 또는 1,3,4-트리아졸릴기이고, 이때 각 아졸릴기는 불소, 염소, 브롬, 요오드, 탄소수 1내지 4의 알킬, 탄소수1내지 4의 알콕시, 및 페닐중에서 선택된 동일 또는 상이한 치환체에 의해 일치환 또는 다치환될 수 있고, 또한 Y는 탄소수 1내지 4의 알콕시, 알콕시잔기에 1 내지 4의 탄소원자를 함유하는 알콕시카보닐 또는 일반식의 기이고, Q는 산소, 황, SO 또는 SO2이며, R3및 R4는 각각 수소, 불소, 염소, 브롬, 요오드, 탄소수 1 또는 2의 알킬, 탄소수 1 또는 2의 알킬티오, 탄소수 1 또는 2의 알콕시, 니트로, 시아노 또는 알콕시그룹중에 1 또는 2개의 탄소원자를 함유하는 알콕시카보닐인 일반식(I)의 페녹시프로피온산 유도체의 R에난티오머를 제조하는 방법.
- 제1항에 있어서, 구조식(I-7)의 페녹시프로피온산 유도체의 R에 난티오머를 제조하는 방법.
- 제1항에 있어서, 구조식(I-9)의 페녹시프로피온산 유도체의 R에난티오머의 제조방법.
- 제1항에 있어서, 구조식(I-10)의 페녹시프로피온산 유도체의 R에 난티오머의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP3319290.1 | 1983-05-27 | ||
DE19833319290 DE3319290A1 (de) | 1983-05-27 | 1983-05-27 | Optisch aktive phenoxypropionsaeure-derivate |
Publications (1)
Publication Number | Publication Date |
---|---|
KR850000029A true KR850000029A (ko) | 1985-02-25 |
Family
ID=6200052
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019840002936A KR850000029A (ko) | 1983-05-27 | 1984-05-28 | 광학활성 페녹시프로피온산 유도체의 제조방법 |
Country Status (11)
Country | Link |
---|---|
US (1) | US4622415A (ko) |
EP (1) | EP0127808A1 (ko) |
JP (1) | JPS59222439A (ko) |
KR (1) | KR850000029A (ko) |
AU (1) | AU2843584A (ko) |
BR (1) | BR8402536A (ko) |
DE (1) | DE3319290A1 (ko) |
DK (1) | DK260284A (ko) |
HU (1) | HUT36665A (ko) |
IL (1) | IL71919A0 (ko) |
ZA (1) | ZA843987B (ko) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4133674A1 (de) * | 1991-10-11 | 1993-04-15 | Bayer Ag | Fluorierte phenoxyphenoxycarbonsaeurederivate |
US5708186A (en) * | 1995-12-12 | 1998-01-13 | Merck & Co Inc | Stereoselective process |
US5856519A (en) * | 1996-12-06 | 1999-01-05 | Merck & Co., Inc. | Chiral auxilary for stereoselective alkylations |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4200587A (en) * | 1977-11-28 | 1980-04-29 | Hoffmann-La Roche Inc. | 2-[P-(p-Substituted phenoxy)phenoxy]propionyl oximes |
DE2805981A1 (de) * | 1978-02-13 | 1979-08-16 | Bayer Ag | Phenoxypropionsaeure-derivate, verfahren zu ihrer herstellung und ihre verwendung als herbizide |
CA1147348A (en) * | 1978-09-19 | 1983-05-31 | Willem Eveleens | Process for the preparation of optically active 2-phenoxy propionic acids and herbicidal preparations containing such acids |
EP0034120B1 (de) * | 1980-02-12 | 1983-12-14 | Ciba-Geigy Ag | Neue Phenoxy-phenoxy-carbonsäurederivate |
-
1983
- 1983-05-27 DE DE19833319290 patent/DE3319290A1/de not_active Withdrawn
-
1984
- 1984-05-14 EP EP84105448A patent/EP0127808A1/de not_active Withdrawn
- 1984-05-21 AU AU28435/84A patent/AU2843584A/en not_active Abandoned
- 1984-05-23 JP JP59102751A patent/JPS59222439A/ja active Pending
- 1984-05-24 IL IL71919A patent/IL71919A0/xx unknown
- 1984-05-25 DK DK260284A patent/DK260284A/da not_active Application Discontinuation
- 1984-05-25 HU HU842044A patent/HUT36665A/hu unknown
- 1984-05-25 ZA ZA843987A patent/ZA843987B/xx unknown
- 1984-05-28 KR KR1019840002936A patent/KR850000029A/ko not_active Application Discontinuation
- 1984-11-27 BR BR8402536A patent/BR8402536A/pt unknown
-
1985
- 1985-07-31 US US06/761,243 patent/US4622415A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US4622415A (en) | 1986-11-11 |
DK260284D0 (da) | 1984-05-25 |
ZA843987B (en) | 1985-01-30 |
IL71919A0 (en) | 1984-09-30 |
DE3319290A1 (de) | 1984-11-29 |
JPS59222439A (ja) | 1984-12-14 |
DK260284A (da) | 1984-11-28 |
BR8402536A (pt) | 1985-04-02 |
AU2843584A (en) | 1984-11-29 |
HUT36665A (en) | 1985-10-28 |
EP0127808A1 (de) | 1984-12-12 |
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