JPS5217448A - Symmetric synthesis of chrysanthemumic acid primary alcohol ester - Google Patents
Symmetric synthesis of chrysanthemumic acid primary alcohol esterInfo
- Publication number
- JPS5217448A JPS5217448A JP50094349A JP9434975A JPS5217448A JP S5217448 A JPS5217448 A JP S5217448A JP 50094349 A JP50094349 A JP 50094349A JP 9434975 A JP9434975 A JP 9434975A JP S5217448 A JPS5217448 A JP S5217448A
- Authority
- JP
- Japan
- Prior art keywords
- alcohol ester
- primary alcohol
- acid primary
- chrysanthemumic acid
- symmetric synthesis
- 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
- -1 chrysanthemumic acid primary alcohol ester Chemical class 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- DZPCYXCBXGQBRN-UHFFFAOYSA-N 2,5-Dimethyl-2,4-hexadiene Chemical compound CC(C)=CC=C(C)C DZPCYXCBXGQBRN-UHFFFAOYSA-N 0.000 abstract 1
- BXEFQPCKQSTMKA-UHFFFAOYSA-N OC(=O)C=[N+]=[N-] Chemical compound OC(=O)C=[N+]=[N-] BXEFQPCKQSTMKA-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000004699 copper complex Chemical class 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
- C07C245/12—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom
- C07C245/14—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom having diazo groups bound to acyclic carbon atoms of a carbon skeleton
- C07C245/18—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom having diazo groups bound to acyclic carbon atoms of a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
-
- 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
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/005—Compounds containing elements of Groups 1 or 11 of the Periodic Table without C-Metal linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
PURPOSE: Chrysanthemumic acid primary alcohol ester is prepared by the reaction of 2,5-dimethyl-2,4-hexadiene with diazoacetate in the presence of asymmetric copper complex derived from optical active Schiff's base as a catalyst.
COPYRIGHT: (C)1977,JPO&Japio
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP50094349A JPS5910336B2 (en) | 1975-08-01 | 1975-08-01 | Asymmetric synthesis method of primary chrysanthemum acid ester |
IL50100A IL50100A (en) | 1975-08-01 | 1976-07-22 | Asymmetric synthesis of(cyclo)alkyl chrysanthemate esters |
BE6045627A BE844631A (en) | 1975-08-01 | 1976-07-28 | PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE ALKYL CHRYSANTHEMATE AND PRODUCT OBTAINED |
FR7623388A FR2319623A1 (en) | 1975-08-01 | 1976-07-30 | PROCESS FOR THE PRODUCTION OF AN OPTICALLY ACTIVE ALKYL CHRYSANTHEMATE |
CH977576A CH621767A5 (en) | 1975-08-01 | 1976-07-30 | Process for the preparation of optically active alkyl chrysanthemates. |
DK345276AA DK142765B (en) | 1975-08-01 | 1976-07-30 | Process for the preparation of optically active esters of chrysanthemic acid. |
GB31985/76A GB1499094A (en) | 1975-08-01 | 1976-07-30 | Asymmetric synthesis of alkyl chrysanthemate |
SU762387252A SU719491A3 (en) | 1975-08-01 | 1976-07-30 | Method of preparing optically active alkylchrysanthemate |
CA000258220A CA1121813A (en) | 1975-08-01 | 1976-07-30 | Asymmetric synthesis of chrysanthemate |
IT68927/76A IT1070323B (en) | 1975-08-01 | 1976-07-30 | PROCEDURE FOR THE PREPARATION OF OPTICALLY ACTIVE ALCHYL CHRYSANTHEMATE |
NL7608508A NL7608508A (en) | 1975-08-01 | 1976-07-30 | PROCEDURE FOR PREPARING OPTICALLY ACTIVE ALKYL CHRYSANTHEMATES. |
DE2634663A DE2634663C3 (en) | 1975-08-01 | 1976-08-02 | Process for the preparation of an optically active alkyl chrysanthemum monocarboxylic acid ester |
US05/847,471 US4197408A (en) | 1975-08-01 | 1977-10-31 | Asymmetric synthesis of alkyl chrysanthemate |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP50094349A JPS5910336B2 (en) | 1975-08-01 | 1975-08-01 | Asymmetric synthesis method of primary chrysanthemum acid ester |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5217448A true JPS5217448A (en) | 1977-02-09 |
JPS5910336B2 JPS5910336B2 (en) | 1984-03-08 |
Family
ID=14107796
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP50094349A Expired JPS5910336B2 (en) | 1975-08-01 | 1975-08-01 | Asymmetric synthesis method of primary chrysanthemum acid ester |
Country Status (12)
Country | Link |
---|---|
JP (1) | JPS5910336B2 (en) |
BE (1) | BE844631A (en) |
CA (1) | CA1121813A (en) |
CH (1) | CH621767A5 (en) |
DE (1) | DE2634663C3 (en) |
DK (1) | DK142765B (en) |
FR (1) | FR2319623A1 (en) |
GB (1) | GB1499094A (en) |
IL (1) | IL50100A (en) |
IT (1) | IT1070323B (en) |
NL (1) | NL7608508A (en) |
SU (1) | SU719491A3 (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59158260A (en) * | 1983-02-28 | 1984-09-07 | Seikei Giken:Kk | Vacuum transfer apparatus |
JPS59158261A (en) * | 1983-07-19 | 1984-09-07 | Seikei Giken:Kk | Transfer apparatus |
JPH01232619A (en) * | 1988-03-11 | 1989-09-18 | Toska Co Ltd | Printing method for key top |
JPH0671852A (en) * | 1992-08-31 | 1994-03-15 | Shizuoka Giken Sanki Kk | Method and device for subjecting curved surface to heat transfer by vacuum press |
JPH11279111A (en) * | 1998-01-29 | 1999-10-12 | Sumitomo Chem Co Ltd | Production of optically active chrysanthemumic acid |
US7723539B2 (en) * | 2004-06-16 | 2010-05-25 | Endura S.P.A. | Catalysts based on metal complexes for the synthesis of optically active chrysanthemic acid |
CN103789791A (en) * | 2014-02-12 | 2014-05-14 | 华东师范大学 | Electrochemical synthesis method of 2-phenylpropionic acid with optical activity |
CN103789789A (en) * | 2014-02-11 | 2014-05-14 | 华东师范大学 | Method for electrochemical synthesis of styrene cyclic carbonate with optical activity |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2919820A1 (en) * | 1979-05-16 | 1980-11-20 | Bayer Ag | FLUOR-SUBSTITUTED OXYALKENYL-CYCLOPROPANCARBONIC ACID ESTERS, METHODS FOR THE PRODUCTION THEREOF AND THEIR USE AS INSECTICIDES AND ACARICIDES |
EP0023075A1 (en) * | 1979-07-13 | 1981-01-28 | Imperial Chemical Industries Plc | Process for the preparation of cyclopropane carboxylic acid esters |
EP0022608B1 (en) * | 1979-07-13 | 1983-07-06 | Imperial Chemical Industries Plc | Process for the preparation of cyclopropane carboxylic acid esters |
EP0024796A1 (en) * | 1979-07-13 | 1981-03-11 | Imperial Chemical Industries Plc | Chiral amino-alcohol complexes and process for their preparation |
EP0024795A1 (en) * | 1979-07-13 | 1981-03-11 | Imperial Chemical Industries Plc | Chiral compounds and process for their preparation |
EP0024797A1 (en) * | 1979-07-13 | 1981-03-11 | Imperial Chemical Industries Plc | Chiral sugar complexes and process for their preparation |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL44167A (en) * | 1973-02-14 | 1979-09-30 | Sumitomo Chemical Co | Chiral copper-complex catalyst |
-
1975
- 1975-08-01 JP JP50094349A patent/JPS5910336B2/en not_active Expired
-
1976
- 1976-07-22 IL IL50100A patent/IL50100A/en unknown
- 1976-07-28 BE BE6045627A patent/BE844631A/en not_active IP Right Cessation
- 1976-07-30 CA CA000258220A patent/CA1121813A/en not_active Expired
- 1976-07-30 FR FR7623388A patent/FR2319623A1/en active Granted
- 1976-07-30 NL NL7608508A patent/NL7608508A/en not_active Application Discontinuation
- 1976-07-30 GB GB31985/76A patent/GB1499094A/en not_active Expired
- 1976-07-30 IT IT68927/76A patent/IT1070323B/en active
- 1976-07-30 SU SU762387252A patent/SU719491A3/en active
- 1976-07-30 CH CH977576A patent/CH621767A5/en not_active IP Right Cessation
- 1976-07-30 DK DK345276AA patent/DK142765B/en not_active IP Right Cessation
- 1976-08-02 DE DE2634663A patent/DE2634663C3/en not_active Expired
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59158260A (en) * | 1983-02-28 | 1984-09-07 | Seikei Giken:Kk | Vacuum transfer apparatus |
JPH032063B2 (en) * | 1983-02-28 | 1991-01-14 | Seikei Giken Kk | |
JPS59158261A (en) * | 1983-07-19 | 1984-09-07 | Seikei Giken:Kk | Transfer apparatus |
JPH01232619A (en) * | 1988-03-11 | 1989-09-18 | Toska Co Ltd | Printing method for key top |
JPH0671852A (en) * | 1992-08-31 | 1994-03-15 | Shizuoka Giken Sanki Kk | Method and device for subjecting curved surface to heat transfer by vacuum press |
JPH11279111A (en) * | 1998-01-29 | 1999-10-12 | Sumitomo Chem Co Ltd | Production of optically active chrysanthemumic acid |
JP4576642B2 (en) * | 1998-01-29 | 2010-11-10 | 住友化学株式会社 | Process for producing optically active chrysanthemic acid |
US7723539B2 (en) * | 2004-06-16 | 2010-05-25 | Endura S.P.A. | Catalysts based on metal complexes for the synthesis of optically active chrysanthemic acid |
CN103789789A (en) * | 2014-02-11 | 2014-05-14 | 华东师范大学 | Method for electrochemical synthesis of styrene cyclic carbonate with optical activity |
CN103789789B (en) * | 2014-02-11 | 2016-06-29 | 华东师范大学 | Electrochemical synthesis has the method for optically active Styrene carbonate |
CN103789791A (en) * | 2014-02-12 | 2014-05-14 | 华东师范大学 | Electrochemical synthesis method of 2-phenylpropionic acid with optical activity |
CN103789791B (en) * | 2014-02-12 | 2016-08-17 | 华东师范大学 | A kind of electrochemical synthesis has optically active 2-benzenpropanoic acid method |
Also Published As
Publication number | Publication date |
---|---|
IT1070323B (en) | 1985-03-29 |
JPS5910336B2 (en) | 1984-03-08 |
NL7608508A (en) | 1977-02-03 |
DK142765C (en) | 1981-08-17 |
DE2634663A1 (en) | 1977-03-17 |
CH621767A5 (en) | 1981-02-27 |
SU719491A3 (en) | 1980-02-29 |
BE844631A (en) | 1976-11-16 |
IL50100A (en) | 1982-02-28 |
DE2634663C3 (en) | 1980-01-17 |
IL50100A0 (en) | 1976-09-30 |
DE2634663B2 (en) | 1979-05-31 |
FR2319623A1 (en) | 1977-02-25 |
DK142765B (en) | 1981-01-19 |
DK345276A (en) | 1977-02-02 |
GB1499094A (en) | 1978-01-25 |
FR2319623B1 (en) | 1979-09-28 |
CA1121813A (en) | 1982-04-13 |
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