JPS60231629A - 10−アセトキシ−4、8−ジメチルデカ−3、8−ジエン酸及び10−ヒドロキシ−4、8−ジメチルデカ−3、8−ジエン酸 - Google Patents
10−アセトキシ−4、8−ジメチルデカ−3、8−ジエン酸及び10−ヒドロキシ−4、8−ジメチルデカ−3、8−ジエン酸Info
- Publication number
- JPS60231629A JPS60231629A JP8510084A JP8510084A JPS60231629A JP S60231629 A JPS60231629 A JP S60231629A JP 8510084 A JP8510084 A JP 8510084A JP 8510084 A JP8510084 A JP 8510084A JP S60231629 A JPS60231629 A JP S60231629A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- dimethyldeca
- formula
- dienoic acid
- acetoxy
- 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
- HKJDPMLLYAGSCP-UHFFFAOYSA-N 10-hydroxy-4,8-dimethyldeca-3,8-dienoic acid Chemical compound OCC=C(C)CCCC(C)=CCC(O)=O HKJDPMLLYAGSCP-UHFFFAOYSA-N 0.000 title abstract 2
- SVNBSQWSCRUARX-UHFFFAOYSA-N 10-acetyloxy-4,8-dimethyldeca-3,8-dienoic acid Chemical compound CC(=O)OCC=C(C)CCCC(C)=CCC(O)=O SVNBSQWSCRUARX-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 48
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract description 9
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 6
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract description 3
- NBRKUWOQALOGSK-UHFFFAOYSA-N (3-methyl-7-oxooct-2-enyl) acetate Chemical compound CC(=O)CCCC(C)=CCOC(C)=O NBRKUWOQALOGSK-UHFFFAOYSA-N 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 2
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical group C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 abstract description 2
- VWOPTUCATATVGQ-UHFFFAOYSA-N (+)-epianastrephin Natural products C1CCC(C)(C=C)C2CC(=O)OC21C VWOPTUCATATVGQ-UHFFFAOYSA-N 0.000 abstract 2
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 abstract 2
- GALLWJZTZYJVSL-UHFFFAOYSA-N 2-carboxyethyl(triphenyl)phosphanium;chloride Chemical compound [Cl-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CCC(=O)O)C1=CC=CC=C1 GALLWJZTZYJVSL-UHFFFAOYSA-N 0.000 abstract 1
- HHYDCWQIHLZRMF-UHFFFAOYSA-N 8-hydroxy-6-methyloct-6-en-2-one Chemical compound CC(=O)CCCC(C)=CCO HHYDCWQIHLZRMF-UHFFFAOYSA-N 0.000 abstract 1
- 241001136525 Anastrepha ludens Species 0.000 abstract 1
- 241000370909 Anastrepha obliqua Species 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000003016 pheromone Substances 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- 239000000543 intermediate Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000255588 Tephritidae Species 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N hydrochloric acid Substances Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 125000003367 polycyclic group Chemical group 0.000 description 2
- 238000007363 ring formation reaction Methods 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 239000000877 Sex Attractant Substances 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 238000007239 Wittig reaction Methods 0.000 description 1
- -1 acetoxy-4,8-dimethyldeca-3,8-dienoic acid Chemical compound 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- CASUWPDYGGAUQV-UHFFFAOYSA-M potassium;methanol;hydroxide Chemical compound [OH-].[K+].OC CASUWPDYGGAUQV-UHFFFAOYSA-M 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8510084A JPS60231629A (ja) | 1984-04-28 | 1984-04-28 | 10−アセトキシ−4、8−ジメチルデカ−3、8−ジエン酸及び10−ヒドロキシ−4、8−ジメチルデカ−3、8−ジエン酸 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8510084A JPS60231629A (ja) | 1984-04-28 | 1984-04-28 | 10−アセトキシ−4、8−ジメチルデカ−3、8−ジエン酸及び10−ヒドロキシ−4、8−ジメチルデカ−3、8−ジエン酸 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS60231629A true JPS60231629A (ja) | 1985-11-18 |
JPS6131094B2 JPS6131094B2 (enrdf_load_stackoverflow) | 1986-07-17 |
Family
ID=13849189
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8510084A Granted JPS60231629A (ja) | 1984-04-28 | 1984-04-28 | 10−アセトキシ−4、8−ジメチルデカ−3、8−ジエン酸及び10−ヒドロキシ−4、8−ジメチルデカ−3、8−ジエン酸 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS60231629A (enrdf_load_stackoverflow) |
-
1984
- 1984-04-28 JP JP8510084A patent/JPS60231629A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS6131094B2 (enrdf_load_stackoverflow) | 1986-07-17 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
FR2473519A1 (fr) | Terpenoides contenant deux groupes fonctionnels, leur preparation et leur application therapeutique | |
JPS61100574A (ja) | 2(4‐フルオロフエニル)α‐メチル‐5‐ベンゾオキサゾール酢酸の製造方法 | |
JPH03109384A (ja) | (S)―4―ヒドロキシメチル―γ―ラクトンの製造方法 | |
US4385186A (en) | Optically active 4-hydroxy-3-methyl-2-(2-propynyl)-2-cyclopentenone | |
US4228093A (en) | (11Z,13Z)-11,13-Hexadecadiyn-1-ol and (11Z,13Z)-11,13-hexadecadien-1-ol and trimethylsilyl ethers thereof | |
JPH0826027B2 (ja) | ギンコライド誘導体およびそれらの調製法 | |
Kitazume | Synthesis of optically active β-keto-γ-butyrolactones having a trifluoromethyl group | |
JPS60231629A (ja) | 10−アセトキシ−4、8−ジメチルデカ−3、8−ジエン酸及び10−ヒドロキシ−4、8−ジメチルデカ−3、8−ジエン酸 | |
JPS62201842A (ja) | 3−ヒドロキシシクロペント−4−エン−1−オン類の製造法 | |
JPH06256278A (ja) | 光学活性α−カルバモイルアルカン酸誘導体およびその製法 | |
JPS6293250A (ja) | β−ツヤプリシン(ヒノキチオ−ル)の製造法 | |
WO1992013821A1 (en) | Bicyclo[4.1.0]heptane-2,4-dione derivative, intermediate for the synthesis thereof, and production thereof | |
JP2718715B2 (ja) | 9,10−セコ−シクロアルタン誘導体 | |
JPS6041637A (ja) | cis−菊酸アルキルエステルの製造方法及びこれより得られる新規化合物 | |
JPH0667942B2 (ja) | テトラヒドロ3環式化合物 | |
KR960010531B1 (ko) | 퍼메스린의 새로운 제조방법 | |
SU1477729A1 (ru) | Способ получени 4-гидрокси-8-карбоксихинолона-2 | |
JP2003259891A (ja) | デヒドロアビエチン酸誘導体の製造方法 | |
SU899529A1 (ru) | Способ получени 1,13-тридекандикарбоновой кислоты | |
SU1583409A1 (ru) | Способ получени (IR)-фенотрина | |
JP2613072B2 (ja) | 光学活性ヒドロキシアミド及びその製造法 | |
CA1111865A (en) | Intermediate in the preparation of cyclopropylcarboxylate esters and process for its manufacture | |
JPS6233136A (ja) | 光学活性なβ―アルキル―γ―アシルオキシカルボン酸エステルの製造方法 | |
DE69909273T2 (de) | Phosphat-vermittelte cyclisierung | |
SU595288A1 (ru) | Способ получени транс-децен-2-он-9овой кислоты |