JPS62999B2 - - Google Patents
Info
- Publication number
- JPS62999B2 JPS62999B2 JP54065092A JP6509279A JPS62999B2 JP S62999 B2 JPS62999 B2 JP S62999B2 JP 54065092 A JP54065092 A JP 54065092A JP 6509279 A JP6509279 A JP 6509279A JP S62999 B2 JPS62999 B2 JP S62999B2
- Authority
- JP
- Japan
- Prior art keywords
- electrochemical oxidation
- medium containing
- general formula
- producing
- prostaglandin
- 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.)
- Expired
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 238000006056 electrooxidation reaction Methods 0.000 claims description 12
- -1 amino, hydroxyl Chemical group 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- 230000001590 oxidative effect Effects 0.000 claims description 6
- PXGPLTODNUVGFL-BRIYLRKRSA-N (E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid Chemical compound CCCCC[C@H](O)C=C[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC=CCCCC(O)=O PXGPLTODNUVGFL-BRIYLRKRSA-N 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 229910052740 iodine Inorganic materials 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 150000002892 organic cations Chemical class 0.000 claims description 5
- 229910052697 platinum Inorganic materials 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 4
- 150000001767 cationic compounds Chemical class 0.000 claims description 4
- 229910001411 inorganic cation Inorganic materials 0.000 claims description 4
- 150000002825 nitriles Chemical class 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
- 229910001516 alkali metal iodide Inorganic materials 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 239000011630 iodine Substances 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 239000003586 protic polar solvent Substances 0.000 claims description 3
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 229910001513 alkali metal bromide Inorganic materials 0.000 claims description 2
- 125000005103 alkyl silyl group Chemical group 0.000 claims description 2
- 239000000872 buffer Substances 0.000 claims description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 2
- 239000010931 gold Substances 0.000 claims description 2
- 229910052737 gold Inorganic materials 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 239000010936 titanium Substances 0.000 claims description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 8
- 238000005868 electrolysis reaction Methods 0.000 description 6
- 239000003792 electrolyte Substances 0.000 description 6
- 230000026030 halogenation Effects 0.000 description 6
- 238000005658 halogenation reaction Methods 0.000 description 6
- 150000003815 prostacyclins Chemical class 0.000 description 6
- 150000004702 methyl esters Chemical class 0.000 description 5
- 238000004809 thin layer chromatography Methods 0.000 description 5
- 150000003842 bromide salts Chemical class 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 150000001768 cations Chemical class 0.000 description 4
- 239000007800 oxidant agent Substances 0.000 description 4
- 150000003180 prostaglandins Chemical class 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 150000003169 prostaglandin F2α derivatives Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000007363 ring formation reaction Methods 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- NNOJWZIBHANBJD-GFLCFMILSA-N (E)-7-[(1S,2S)-2-octylcyclopentyl]hept-2-enoic acid Chemical class CCCCCCCC[C@H]1CCC[C@@H]1CCCC\C=C\C(O)=O NNOJWZIBHANBJD-GFLCFMILSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910001619 alkaline earth metal iodide Inorganic materials 0.000 description 1
- 150000003973 alkyl amines Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 150000003974 aralkylamines Chemical group 0.000 description 1
- 150000004982 aromatic amines Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002848 electrochemical method Methods 0.000 description 1
- 239000012834 electrophilic reactant Substances 0.000 description 1
- KAQKFAOMNZTLHT-VVUHWYTRSA-N epoprostenol Chemical compound O1C(=CCCCC(O)=O)C[C@@H]2[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C[C@@H]21 KAQKFAOMNZTLHT-VVUHWYTRSA-N 0.000 description 1
- 229960001123 epoprostenol Drugs 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012259 ether extract Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 238000005647 hydrohalogenation reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000026045 iodination Effects 0.000 description 1
- 238000006192 iodination reaction Methods 0.000 description 1
- 239000003014 ion exchange membrane Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical class [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000004010 onium ions Chemical class 0.000 description 1
- 229940094443 oxytocics prostaglandins Drugs 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/93—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
- C07D307/935—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans
- C07D307/937—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans with hydrocarbon or substituted hydrocarbon radicals directly attached in position 2, e.g. prostacyclins
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Furan Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
ãçºæã®è©³çŽ°ãªèª¬æã
æ¬çºæã¯æ¬¡ã®äžè¬åŒ
ã§è¡šããããåŒäž
R1ã¯æ°ŽçŽ ååïŒã¢ãªãŒã«ãã¢ãããããããã·
ã«ãŸãã¯ããã²ã³ååã§çœ®æãããŠããŠããã
ã¢ã«ãã«åºïŒåœéã®è¬åŠçã«åãå ¥ããããæ
æ©ãŸãã¯ç¡æ©ã®ã«ããªã³ïŒãŸãã¯ããã©ããã
ãã©ãã«ãè³éŠæããã³èèªæã¢ã·ã«ãäœçŽã¢
ã«ãã«ã·ãªã«ãªãã³ã«è³éŠæã«ã«ãã¢ã€ã«ãã
ãªã矀ããéžã°ããæ¢ç¥ã®ããããã·ã«ä¿è·åº
ã§ããã R2ã¯æ°ŽçŽ ååãããããã·ã«åºãŸãã¯æ¢ç¥æ段
ã§ä¿è·ãããããããã·ã«åºã§ãã R3ã¯æ°ŽçŽ ååãŸãã¯äœçŽã¢ã«ãã«åºã§ããã R4ã¯æ°ŽçŽ ååãŸãã¯æ¢ç¥ã®ããããã·ã«ä¿è·åº
ã§ããã R5ã¯ïŒå以äžã®ãããååãå«ãã§ãããããŸ
ã眮æåºãæããŸãã¯æããªãã¢ãªãŒã«åºã§çœ®
æãããŠããŠãããçŽéãŸãã¯åå²ã¢ã«ãã«åº
ã§ããã ã¯ããã²ã³ååã§ãã ïŒâããâïŒïŒïŒÎ±âãªãã·ãâããã¹ã¿ã°ã©
ã³ãžã³èªå°äœã®æ°ããé»æ°ååŠç補é æ³ã«é¢ã
ãã
ã«ãŸãã¯ããã²ã³ååã§çœ®æãããŠããŠããã
ã¢ã«ãã«åºïŒåœéã®è¬åŠçã«åãå ¥ããããæ
æ©ãŸãã¯ç¡æ©ã®ã«ããªã³ïŒãŸãã¯ããã©ããã
ãã©ãã«ãè³éŠæããã³èèªæã¢ã·ã«ãäœçŽã¢
ã«ãã«ã·ãªã«ãªãã³ã«è³éŠæã«ã«ãã¢ã€ã«ãã
ãªã矀ããéžã°ããæ¢ç¥ã®ããããã·ã«ä¿è·åº
ã§ããã R2ã¯æ°ŽçŽ ååãããããã·ã«åºãŸãã¯æ¢ç¥æ段
ã§ä¿è·ãããããããã·ã«åºã§ãã R3ã¯æ°ŽçŽ ååãŸãã¯äœçŽã¢ã«ãã«åºã§ããã R4ã¯æ°ŽçŽ ååãŸãã¯æ¢ç¥ã®ããããã·ã«ä¿è·åº
ã§ããã R5ã¯ïŒå以äžã®ãããååãå«ãã§ãããããŸ
ã眮æåºãæããŸãã¯æããªãã¢ãªãŒã«åºã§çœ®
æãããŠããŠãããçŽéãŸãã¯åå²ã¢ã«ãã«åº
ã§ããã ã¯ããã²ã³ååã§ãã ïŒâããâïŒïŒïŒÎ±âãªãã·ãâããã¹ã¿ã°ã©
ã³ãžã³èªå°äœã®æ°ããé»æ°ååŠç補é æ³ã«é¢ã
ãã
æ¬çºæã«ããã°ãäžè¬åŒã§è¡šãããåŒäž
R1ãR2ãR3ãR4ãR5ããã³ïŒžãäžã«å®çŸ©ããæ
å³ãæããååç©ããäžè¬åŒ ã§è¡šããããåŒäžR1ãR2ãR3ãR4ãäžã«å®çŸ©ã
ãéãã§ããããã¹ã¿ã°ã©ã³ãžã³F2αèªå°äœã
ããã²ã³ã€ãªã³å«æåªè³ªäžã§é»æ°ååŠçã«é žåã
ãããšã«ãã€ãŠè£œé ãããã
R1ãR2ãR3ãR4ãR5ããã³ïŒžãäžã«å®çŸ©ããæ
å³ãæããååç©ããäžè¬åŒ ã§è¡šããããåŒäžR1ãR2ãR3ãR4ãäžã«å®çŸ©ã
ãéãã§ããããã¹ã¿ã°ã©ã³ãžã³F2αèªå°äœã
ããã²ã³ã€ãªã³å«æåªè³ªäžã§é»æ°ååŠçã«é žåã
ãããšã«ãã€ãŠè£œé ãããã
äžã®R1ãšR5ã®å®çŸ©ã«ãããŠããã¢ã«ãã«ããšã
ãçšèªã¯ççŽ ååæ°ïŒãªãã20ã®çŽéãŸãã¯åå²
ã®çåæ°ŽçŽ ãå«ãã¹ãæå³ãããŠããã奜é©ãª
R1ã¢ã«ãã«åºã¯ïŒãªããïŒãŸãã¯ïŒãªãã10å
ã®ççŽ ååãå«ããäœçŽççŽ éã¯åå¿ã«ç¶ãåé¢
ã容æã«ããããããé·ãççŽ éã¯ïŒè¬åŒ ã§è¡šããããR1ãR2ãR3ãR4ããã³R5ãäžèšã®
æå³ãæãããïŒè¬åŒã§è¡šãããR1ãR2ã
R3ãR4ãR5ããã³ïŒžãå ã«å®çŸ©ããéãã§ãã
ããé·ãR1ã¢ã«ãã«éãæããïŒâããâïŒïŒ
ïŒÎ±âãªãã·ãâããã¹ã¿ã°ã©ã³ãžã³èªå°äœã®è±
ããã²ã³åæ°ŽçŽ åã«ãã€ãŠè£œé ãããããã¹ã¿ãµ
ã€ã¯ãªã³èªå°äœã®ä»£è¬ãããé ããæ ã«æå©ã§ã
ãããããR5ãé眮æã¢ã«ãã«åºã§ãããªãã
該ã¢ã«ãã«åºã¯ïŒåã®ççŽ ååãå«ãããšã奜ãŸ
ãããäœçŽã¢ã«ãã«åºã¯ïŒãªããïŒåã®ççŽ åå
ãå«ããäœçŽã¢ã«ãã«åºã®å¥œé©ãªä»£è¡šç©ã¯ã¡ã
ã«ããšãã«ãïœâãããã«ãã€ãœãããã«ããã
ã³ïœâãã€ãœâãsecâãïœâããã«åºã§ããã
ãçšèªã¯ççŽ ååæ°ïŒãªãã20ã®çŽéãŸãã¯åå²
ã®çåæ°ŽçŽ ãå«ãã¹ãæå³ãããŠããã奜é©ãª
R1ã¢ã«ãã«åºã¯ïŒãªããïŒãŸãã¯ïŒãªãã10å
ã®ççŽ ååãå«ããäœçŽççŽ éã¯åå¿ã«ç¶ãåé¢
ã容æã«ããããããé·ãççŽ éã¯ïŒè¬åŒ ã§è¡šããããR1ãR2ãR3ãR4ããã³R5ãäžèšã®
æå³ãæãããïŒè¬åŒã§è¡šãããR1ãR2ã
R3ãR4ãR5ããã³ïŒžãå ã«å®çŸ©ããéãã§ãã
ããé·ãR1ã¢ã«ãã«éãæããïŒâããâïŒïŒ
ïŒÎ±âãªãã·ãâããã¹ã¿ã°ã©ã³ãžã³èªå°äœã®è±
ããã²ã³åæ°ŽçŽ åã«ãã€ãŠè£œé ãããããã¹ã¿ãµ
ã€ã¯ãªã³èªå°äœã®ä»£è¬ãããé ããæ ã«æå©ã§ã
ãããããR5ãé眮æã¢ã«ãã«åºã§ãããªãã
該ã¢ã«ãã«åºã¯ïŒåã®ççŽ ååãå«ãããšã奜ãŸ
ãããäœçŽã¢ã«ãã«åºã¯ïŒãªããïŒåã®ççŽ åå
ãå«ããäœçŽã¢ã«ãã«åºã®å¥œé©ãªä»£è¡šç©ã¯ã¡ã
ã«ããšãã«ãïœâãããã«ãã€ãœãããã«ããã
ã³ïœâãã€ãœâãsecâãïœâããã«åºã§ããã
è¬åŠçã«åãå
¥ããããææ©ããã³ç¡æ©ã®ã«ã
ãªã³ã¯ããã¹ã¿ãµã€ã¯ãªã³ãäžè¬ã«æäžãããæ
äžéã§æ¯æ§ã®ãªãã«ããªã³ã§ããã奜é©ç¡æ©ã«ã
ãªã³ã¯ã¢ã«ã«ãªéå±ããã³ã¢ã«ã«ãªåéå±ã«ããª
ã³ãå«ãããããR1ã¯ãŸãåœéã®ã¢ã«ãããŠ
ã ãéãŸãã¯ãã®ä»ã®ãããªãç¡æ¯ã®ã«ããªã³ã§
ãã€ãŠãããã奜é©ãªææ©ã«ããªã³ã¯çš®ã ã®ç¬¬ïŒ
çŽã第ïŒçŽãŸãã¯ç¬¬ïŒçŽã¢ã«ãã«ã¢ãã³ãã¢ãªãŒ
ã«ã¢ãã³ãã¢ã©ã«ãã«ã¢ãã³ããã³è€çŽ ç°ã¢ãã³
ããèªå°ãããã«ããªã³ãå«ããäžè¬åŒã®åå
ç©ã®æº¶è§£åºŠãšçµæ¶æ§ã¯ã該ããããã·ã«åºã該ã«
ããªã³ã«ãã€ãŠçœ®æãããæãçžåœã«å¢å ããã
ãªã³ã¯ããã¹ã¿ãµã€ã¯ãªã³ãäžè¬ã«æäžãããæ
äžéã§æ¯æ§ã®ãªãã«ããªã³ã§ããã奜é©ç¡æ©ã«ã
ãªã³ã¯ã¢ã«ã«ãªéå±ããã³ã¢ã«ã«ãªåéå±ã«ããª
ã³ãå«ãããããR1ã¯ãŸãåœéã®ã¢ã«ãããŠ
ã ãéãŸãã¯ãã®ä»ã®ãããªãç¡æ¯ã®ã«ããªã³ã§
ãã€ãŠãããã奜é©ãªææ©ã«ããªã³ã¯çš®ã ã®ç¬¬ïŒ
çŽã第ïŒçŽãŸãã¯ç¬¬ïŒçŽã¢ã«ãã«ã¢ãã³ãã¢ãªãŒ
ã«ã¢ãã³ãã¢ã©ã«ãã«ã¢ãã³ããã³è€çŽ ç°ã¢ãã³
ããèªå°ãããã«ããªã³ãå«ããäžè¬åŒã®åå
ç©ã®æº¶è§£åºŠãšçµæ¶æ§ã¯ã該ããããã·ã«åºã該ã«
ããªã³ã«ãã€ãŠçœ®æãããæãçžåœã«å¢å ããã
ããããã·ã«ä¿è·åºãšããŠã¯ããã¹ã¿ã°ã©ã³ãž
ã³ã®ååŠã«ãããŠãã®ç®çã®ããã«åŸæ¥çšããã
ãŠããããã©ããããã©ãã«ãäœçŽã®ã¢ã«ãã«ã·
ãªã«ãè³éŠæããã³èèªæã®ã¢ã·ã«ãããã¯è³éŠ
æã®ã«ã«ãã¢ã€ã«åºã䜿çšã§ããã該ä¿è·åºã¯é€
å»ããããšããã°ãé»æ°ååŠçé žåã®ã®ã¡ããšã
ã°å æ°Žå解ã«ãã€ãŠé€å»ããããšãã§ããã
ã³ã®ååŠã«ãããŠãã®ç®çã®ããã«åŸæ¥çšããã
ãŠããããã©ããããã©ãã«ãäœçŽã®ã¢ã«ãã«ã·
ãªã«ãè³éŠæããã³èèªæã®ã¢ã·ã«ãããã¯è³éŠ
æã®ã«ã«ãã¢ã€ã«åºã䜿çšã§ããã該ä¿è·åºã¯é€
å»ããããšããã°ãé»æ°ååŠçé žåã®ã®ã¡ããšã
ã°å æ°Žå解ã«ãã€ãŠé€å»ããããšãã§ããã
äžè¬åŒã§è¡šããããåŒäžR1ãR2ãR3ãR4ã
R5ããã³ïŒžãäžèšã®æå³ãæããïŒâããâ
ïŒïŒïŒÎ±âãªãã·ãâããã¹ã¿ã°ã©ã³ãžã³èªå°äœ
ã¯ãäžè¬åŒã§è¡šãããåŒäžã®R1ãR2ãR3ãR4
ããã³R5ãäžèšã«å®çŸ©ããéãã§ãã€ãŠè§£å掻
æ§ãæããããã¹ã¿ãµã€ã¯ãªã³èªå°äœã®åæã«ã
ãã貎éãªäžéç©ã§ããã
R5ããã³ïŒžãäžèšã®æå³ãæããïŒâããâ
ïŒïŒïŒÎ±âãªãã·ãâããã¹ã¿ã°ã©ã³ãžã³èªå°äœ
ã¯ãäžè¬åŒã§è¡šãããåŒäžã®R1ãR2ãR3ãR4
ããã³R5ãäžèšã«å®çŸ©ããéãã§ãã€ãŠè§£å掻
æ§ãæããããã¹ã¿ãµã€ã¯ãªã³èªå°äœã®åæã«ã
ãã貎éãªäžéç©ã§ããã
äžè¬åŒã§è¡šãããåŒäžã®ïŒžããšãŠçŽ ååã§ã
ãããã¹ã¿ã°ã©ã³ãžã³èªå°äœããåºçºããããã¹
ã¿ãµã€ã¯ãªã³èªå°äœã®è£œé æ¹æ³ã¯åœè©²æè¡ã«ãã
ãŠç¥ãããŠãããTetrahedron Letters 30ã
2627ïŒ1977ïŒããã³ãã«ã®ãŒç¹èš±æ现æž851122
å·ããæ¢ç¥ã®æ¹æ³ã«ããã°ãããã¹ã¿ã°ã©ã³ãžã³
F2αãããã¯ãã®èªå°äœãé©åœãªèŠªé»åæ§åå¿
ç©è³ªãšåå¿ãããŠãçžåœããäžè¬åŒã®ïŒïŒïŒÎ±
âãªãã·ãâããã¹ã¿ã°ã©ã³ãžã³èªå°äœã補é ã
ãã®ã¡ããããçžåœããããã¹ã¿ãµã€ã¯ãªã³èªå°
äœã«è»¢åãããã
ãããã¹ã¿ã°ã©ã³ãžã³èªå°äœããåºçºããããã¹
ã¿ãµã€ã¯ãªã³èªå°äœã®è£œé æ¹æ³ã¯åœè©²æè¡ã«ãã
ãŠç¥ãããŠãããTetrahedron Letters 30ã
2627ïŒ1977ïŒããã³ãã«ã®ãŒç¹èš±æ现æž851122
å·ããæ¢ç¥ã®æ¹æ³ã«ããã°ãããã¹ã¿ã°ã©ã³ãžã³
F2αãããã¯ãã®èªå°äœãé©åœãªèŠªé»åæ§åå¿
ç©è³ªãšåå¿ãããŠãçžåœããäžè¬åŒã®ïŒïŒïŒÎ±
âãªãã·ãâããã¹ã¿ã°ã©ã³ãžã³èªå°äœã補é ã
ãã®ã¡ããããçžåœããããã¹ã¿ãµã€ã¯ãªã³èªå°
äœã«è»¢åãããã
é©ãã¹ãããšã«ãäžè¬åŒã®ããã¹ã¿ã°ã©ã³ãž
ã³F2αèªå°äœã¯ããã²ã³ã€ãªã³ãå«æããåªè³ª
äžã§ååŠçé žåå€ã䜿çšããã«é»æ°ååŠçé žåã«
ãã€ãŠãçžåœããäžè¬åŒã®ïŒâããâïŒïŒïŒÎ±
âãªãã·ãâããã¹ã¿ã°ã©ã³ãžã³èªå°äœã«è»¢åã§
ããããšãèŠåºãããããã®é»æ°ååŠçé žåã¯å¶
埡ãæããåå¿ã¯æ¥éã«é²è¡ããã®ç®çã®ããã®
æ¢ç¥ã®æ¹æ³ã«ãããããã¯ããã«å®¹æã§ãããã
ã®ç°¡äŸ¿æ§ã®ã»ãã«ãæ¬çºæã«ããé»æ°ååŠçæ¹æ³
ã®ããïŒã€ã®å©ç¹ã¯ãé©åœã«éžãã é»è§£æ§œäžã§å®¹
æã«é£ç¶çã«ãããªãããšãã§ãããããã€ãŠå€§
èŠæš¡ã®å¿çšã«é©ããããšã§ããããã®åå¿ã«ã¯å
åŠçé žåå€ãäžèŠã§ãããããé žåå€ã®éå°åã
é žåå€ã®å解ã«ãã€ãŠçããå¯ç£ç©ã®é€å»ã®ãã
ãªäœåã®åå¿å·¥çšãäžå¿ èŠãšãªãããŸãããã²ã³
åã¯é»æ°å解ã®ãã©ã¡ãŒã¿ãŒïŒæ¡ä»¶ïŒã®é©åœãªèª¿
ç¯ã«ãã€ãŠå®¹æã«å¶åŸ¡ãããã
ã³F2αèªå°äœã¯ããã²ã³ã€ãªã³ãå«æããåªè³ª
äžã§ååŠçé žåå€ã䜿çšããã«é»æ°ååŠçé žåã«
ãã€ãŠãçžåœããäžè¬åŒã®ïŒâããâïŒïŒïŒÎ±
âãªãã·ãâããã¹ã¿ã°ã©ã³ãžã³èªå°äœã«è»¢åã§
ããããšãèŠåºãããããã®é»æ°ååŠçé žåã¯å¶
埡ãæããåå¿ã¯æ¥éã«é²è¡ããã®ç®çã®ããã®
æ¢ç¥ã®æ¹æ³ã«ãããããã¯ããã«å®¹æã§ãããã
ã®ç°¡äŸ¿æ§ã®ã»ãã«ãæ¬çºæã«ããé»æ°ååŠçæ¹æ³
ã®ããïŒã€ã®å©ç¹ã¯ãé©åœã«éžãã é»è§£æ§œäžã§å®¹
æã«é£ç¶çã«ãããªãããšãã§ãããããã€ãŠå€§
èŠæš¡ã®å¿çšã«é©ããããšã§ããããã®åå¿ã«ã¯å
åŠçé žåå€ãäžèŠã§ãããããé žåå€ã®éå°åã
é žåå€ã®å解ã«ãã€ãŠçããå¯ç£ç©ã®é€å»ã®ãã
ãªäœåã®åå¿å·¥çšãäžå¿ èŠãšãªãããŸãããã²ã³
åã¯é»æ°å解ã®ãã©ã¡ãŒã¿ãŒïŒæ¡ä»¶ïŒã®é©åœãªèª¿
ç¯ã«ãã€ãŠå®¹æã«å¶åŸ¡ãããã
ãã®ããã«ããŠããã²ã³åé床ããã³å®éã«äœ¿
çšãããããã²ã³ã®éãå¹æçã«å¶åŸ¡ããããã
ãã«ïŒã€ã®å©ç¹ã¯é«ã粟床ã§çŽæ¥æž¬å®ã§ããé»æ°
çãã©ã¡ãŒã¿ãŒã«ãã€ãŠåå¿ã調ç¯ã§ãããšãã
äºå®ã§ããã
çšãããããã²ã³ã®éãå¹æçã«å¶åŸ¡ããããã
ãã«ïŒã€ã®å©ç¹ã¯é«ã粟床ã§çŽæ¥æž¬å®ã§ããé»æ°
çãã©ã¡ãŒã¿ãŒã«ãã€ãŠåå¿ã調ç¯ã§ãããšãã
äºå®ã§ããã
æ¬çºæã«ããåå¿ã«ãããŠåºçºååç©ãšããŠçš
ããããäžè¬åŒã®ããã¹ã¿ã°ã©ã³ãžã³F2αèª
å°äœã¯ãåœè©²æè¡ã«ãããŠç¥ããã人éããã³å®¶
çã®æ²»çã«ãç¹ã«å¥³æ§æ£è ã®æ²»ççšã«åºãçšãã
ããã
ããããäžè¬åŒã®ããã¹ã¿ã°ã©ã³ãžã³F2αèª
å°äœã¯ãåœè©²æè¡ã«ãããŠç¥ããã人éããã³å®¶
çã®æ²»çã«ãç¹ã«å¥³æ§æ£è ã®æ²»ççšã«åºãçšãã
ããã
æ¬çºæã«ããé»æ°ååŠçããã²ã³åã¯ããã²ã³
ã€ãªã³ãå«æããåªè³ªäžã§ãããªããããããã
ã²ã³ã€ãªã³ã¯é©åœãªå¡©ã®åœ¢ã§é»è§£è³ªã«å ããã
ãããã®ç®çã®ããã«ã¯ç¹ã«åå¿åªè³ªã«å¯æº¶ã®ã
ãã²ã³åç©ãçšããããããã®ããã²ã³åç©ã®å¥œ
é©ãªä»£è¡šç©ã¯ã¢ã«ã«ãªéå±ããã³ã¢ã«ã«ãªåé¡é
å±ã®ãšãŠåç©ããã³èåç©ã§ããããææ©ã«ããª
ã³ã®ãšãŠåç©ããã³èåç©ã®å¡©ãçšããããšãã§
ãããå ¥æãæãããšãã®ä»ã®æå©ãªæ§è³ªã®æ
ã«ãç¹ã«ã¢ã«ã«ãªéå±ã®ãšãŠåç©ããã³èåç©ã
ãšãã°ãããªãŠã ãã«ãªãŠã ããã³ãªããŠã ã®ãš
ãŠåç©ãšèåç©ããã®ç®çã®ããã«æå©ã«çšãã
ããããããã®å¡©é¡ã¯åå¿æ··åç©ã«å®¹æã«å¯æº¶ã§
ãã®äžã§è§£é¢ããã®ã§ãããããâé»å°æ§å¡©âã®
圹å²ãæŒããã
ã€ãªã³ãå«æããåªè³ªäžã§ãããªããããããã
ã²ã³ã€ãªã³ã¯é©åœãªå¡©ã®åœ¢ã§é»è§£è³ªã«å ããã
ãããã®ç®çã®ããã«ã¯ç¹ã«åå¿åªè³ªã«å¯æº¶ã®ã
ãã²ã³åç©ãçšããããããã®ããã²ã³åç©ã®å¥œ
é©ãªä»£è¡šç©ã¯ã¢ã«ã«ãªéå±ããã³ã¢ã«ã«ãªåé¡é
å±ã®ãšãŠåç©ããã³èåç©ã§ããããææ©ã«ããª
ã³ã®ãšãŠåç©ããã³èåç©ã®å¡©ãçšããããšãã§
ãããå ¥æãæãããšãã®ä»ã®æå©ãªæ§è³ªã®æ
ã«ãç¹ã«ã¢ã«ã«ãªéå±ã®ãšãŠåç©ããã³èåç©ã
ãšãã°ãããªãŠã ãã«ãªãŠã ããã³ãªããŠã ã®ãš
ãŠåç©ãšèåç©ããã®ç®çã®ããã«æå©ã«çšãã
ããããããã®å¡©é¡ã¯åå¿æ··åç©ã«å®¹æã«å¯æº¶ã§
ãã®äžã§è§£é¢ããã®ã§ãããããâé»å°æ§å¡©âã®
圹å²ãæŒããã
åå¿æ··åç©ã¯äžæ§ãããã¯åŸ®é
žæ§ã§ããã溶åª
ãšããŠã¯æ¥µæ§ã®ãããããã³æº¶åªããã³éããã
ã³æº¶åªãããã¯éæãããã®æ··åç©ãçšããã
ãã奜é©ãªæº¶åªã¯æ°Žãã¢ã«ã³ãŒã«ããããªã«ã§ã
ããããã«å¥œé©ã«ã¯äœçŽã®ã¢ã«ã«ããŒã«ããã³ïŒ
ãããã¯ãããªã«ãææ©ãããã¯ç¡æ©ã®é žã§ã
ããé»è§£è³ªã¯ãŸãããšãã°ç·©è¡å€ã®ãããªçš®ã ã®
å¡©é¡ãå«ãããšãã§ããã
ãšããŠã¯æ¥µæ§ã®ãããããã³æº¶åªããã³éããã
ã³æº¶åªãããã¯éæãããã®æ··åç©ãçšããã
ãã奜é©ãªæº¶åªã¯æ°Žãã¢ã«ã³ãŒã«ããããªã«ã§ã
ããããã«å¥œé©ã«ã¯äœçŽã®ã¢ã«ã«ããŒã«ããã³ïŒ
ãããã¯ãããªã«ãææ©ãããã¯ç¡æ©ã®é žã§ã
ããé»è§£è³ªã¯ãŸãããšãã°ç·©è¡å€ã®ãããªçš®ã ã®
å¡©é¡ãå«ãããšãã§ããã
é»æ°ååŠé
žåã¯å€§ããé
žçŽ éé»å§ã瀺ãã¢ããŒ
ããçšããŠïŒâãã80âã®éã®æž©åºŠã§å¥œé©ã«ã¯å®€
æž©ã§ãããªããé©åœãªã¢ããŒãã¯ããšãã°éãçœ
éããã©ãžãŠã ããã³ãã¿ã³ã§ãããé»è§£ã¯å¥œé©
ã«ã¯é»è§£è³ªã®æ··åãé²æ¢ããããã«ã«ãœãŒããšã¢
ããŒãããã€ã¢ãã©ã ã«ãã€ãŠåé¢ãããŠããé»
解槜ã§ãããªãããã€ã¢ãã©ã ãšããŠã¯ããšãã°
ã°ã©ã¹ã»ãã€ã«ã¿ãŒãã»ã©ããã¯æ¿ãããã¯ã€ãª
ã³äº€æèãçšãããããé»è§£ã¯å¥œé©ã«ã¯0.1ã
10AïŒïœm2ã®ã¢ããŒãé»æµå¯åºŠã§ãããªããæ¬çº
æã«ãããã€ãŠãªãããããã²ã³çœ®æããã³ç°å
ã¯ãã«ã®ãŒç¹èš±æ现æž851122å·ã«èšèŒãããŠãã
æ¹æ³ã§ããååŠçã«ãããªããšãŠçŽ 眮æããã³ç°
åãïŒãïŒæéãããã®ãšã¡ãã€ãŠãïŒã10åé
å ã§å®äºããç¹ã¯éåžžã«å¥œéœåã§ãããæ¬çºæã«
ããé»æ°ååŠçãšãŠçŽ åã«ã¯çè«äœ¿çšéã®çŽ120
ïŒ ãå¿ èŠã§ãããããã²ã³åã¯äŸ¿å®çã«ã¯èå±€ã¯
ãããã°ã©ãïŒT.L.C.ïŒã«ãã€ãŠç£èŠããã
ããçšããŠïŒâãã80âã®éã®æž©åºŠã§å¥œé©ã«ã¯å®€
æž©ã§ãããªããé©åœãªã¢ããŒãã¯ããšãã°éãçœ
éããã©ãžãŠã ããã³ãã¿ã³ã§ãããé»è§£ã¯å¥œé©
ã«ã¯é»è§£è³ªã®æ··åãé²æ¢ããããã«ã«ãœãŒããšã¢
ããŒãããã€ã¢ãã©ã ã«ãã€ãŠåé¢ãããŠããé»
解槜ã§ãããªãããã€ã¢ãã©ã ãšããŠã¯ããšãã°
ã°ã©ã¹ã»ãã€ã«ã¿ãŒãã»ã©ããã¯æ¿ãããã¯ã€ãª
ã³äº€æèãçšãããããé»è§£ã¯å¥œé©ã«ã¯0.1ã
10AïŒïœm2ã®ã¢ããŒãé»æµå¯åºŠã§ãããªããæ¬çº
æã«ãããã€ãŠãªãããããã²ã³çœ®æããã³ç°å
ã¯ãã«ã®ãŒç¹èš±æ现æž851122å·ã«èšèŒãããŠãã
æ¹æ³ã§ããååŠçã«ãããªããšãŠçŽ 眮æããã³ç°
åãïŒãïŒæéãããã®ãšã¡ãã€ãŠãïŒã10åé
å ã§å®äºããç¹ã¯éåžžã«å¥œéœåã§ãããæ¬çºæã«
ããé»æ°ååŠçãšãŠçŽ åã«ã¯çè«äœ¿çšéã®çŽ120
ïŒ ãå¿ èŠã§ãããããã²ã³åã¯äŸ¿å®çã«ã¯èå±€ã¯
ãããã°ã©ãïŒT.L.C.ïŒã«ãã€ãŠç£èŠããã
é»æ°ååŠçã«ã¯ããã²ã³åããéã«ãäžè¬åŒ
ã®ååç©ã®ÎïŒâã·ã¹âäºéçµåã¯å±éšéžæçã«
眮æãããŠãªããŠã ã€ãªã³åã®äžéç©ãçµãŠäžè¬
åŒã®ååç©ãçããã眮æåå¿ã«é¢äžããã®ã¯
äžè¬åŒã®è©²ååç©ã®ïŒÎ±âããããã·ã«åºã§ã
ãã
ã®ååç©ã®ÎïŒâã·ã¹âäºéçµåã¯å±éšéžæçã«
眮æãããŠãªããŠã ã€ãªã³åã®äžéç©ãçµãŠäžè¬
åŒã®ååç©ãçããã眮æåå¿ã«é¢äžããã®ã¯
äžè¬åŒã®è©²ååç©ã®ïŒÎ±âããããã·ã«åºã§ã
ãã
æ¬çºæã«ããé»æ°ååŠçããã²ã³åã®çµæãäž
è¬åŒã®ååç©ã®ïŒã€ã®ç°æ§äœãçæããããåŸ
ãããç°æ§äœã¯ïŒâæ°ŽçŽ ã®é 眮ïŒãšããœâãšã³ã
ç°æ§äœïŒã«é¢ããŠãšãããŒã§ããããã®åŒã³æ¹ã¯
ããã¹ã¿ã°ã©ã³ãžã³ã®ååŠã«ãããŠæ £ç¿çãªçªå·
ã¥ãã«ãã€ãŠåŒã°ããããšããœã»ãšãããŒãšãšã³
ãã»ãšãããŒã®æ¯ã¯é»è§£ã®è«žãã©ã¡ãŒã¿ãŒããªã
ã¡é»è§£è³ªæ¿åºŠãã¢ããŒãã®å質ãé»æµå¯åºŠãæž©
床ãé»è§£è³ªçµæã«äŸåããŠïŒïŒïŒããïŒïŒ10ã®é
ã§å€åãããåŸããããšãããŒã¯ã·ãªã«ã²ã«ãçš
ããã«ã©ã ã¯ãããã°ã©ãã«ãã€ãŠåé¢ããããš
ãã§ããã奜é©ã«ã¯äžè¬åŒã§è¡šãããåŒäžã®
R1ãã¢ã«ãã«åºã§ãããšã¹ãã«èªå°äœã¯ã¯ãã
ãã°ã©ãã«ããããããäžè¬åŒã®ååç©ãäžè¬
åŒã®ããã¹ã¿ãµã€ã¯ãªã³èªå°äœã®è£œé çšã«çšã
ãããšãæå³ããå Žåã«ã¯ãäžè¬åŒã®ãšãããŒ
ã®ãããã®ããã²ã³åæ°ŽçŽ åã§ãåãããã¹ã¿ãµ
ã€ã¯ã«èªå°äœãçããã®ã§ãšãããŒã¯äžè¬ã«åé¢
ããå¿ èŠã¯ãªãã
è¬åŒã®ååç©ã®ïŒã€ã®ç°æ§äœãçæããããåŸ
ãããç°æ§äœã¯ïŒâæ°ŽçŽ ã®é 眮ïŒãšããœâãšã³ã
ç°æ§äœïŒã«é¢ããŠãšãããŒã§ããããã®åŒã³æ¹ã¯
ããã¹ã¿ã°ã©ã³ãžã³ã®ååŠã«ãããŠæ £ç¿çãªçªå·
ã¥ãã«ãã€ãŠåŒã°ããããšããœã»ãšãããŒãšãšã³
ãã»ãšãããŒã®æ¯ã¯é»è§£ã®è«žãã©ã¡ãŒã¿ãŒããªã
ã¡é»è§£è³ªæ¿åºŠãã¢ããŒãã®å質ãé»æµå¯åºŠãæž©
床ãé»è§£è³ªçµæã«äŸåããŠïŒïŒïŒããïŒïŒ10ã®é
ã§å€åãããåŸããããšãããŒã¯ã·ãªã«ã²ã«ãçš
ããã«ã©ã ã¯ãããã°ã©ãã«ãã€ãŠåé¢ããããš
ãã§ããã奜é©ã«ã¯äžè¬åŒã§è¡šãããåŒäžã®
R1ãã¢ã«ãã«åºã§ãããšã¹ãã«èªå°äœã¯ã¯ãã
ãã°ã©ãã«ããããããäžè¬åŒã®ååç©ãäžè¬
åŒã®ããã¹ã¿ãµã€ã¯ãªã³èªå°äœã®è£œé çšã«çšã
ãããšãæå³ããå Žåã«ã¯ãäžè¬åŒã®ãšãããŒ
ã®ãããã®ããã²ã³åæ°ŽçŽ åã§ãåãããã¹ã¿ãµ
ã€ã¯ã«èªå°äœãçããã®ã§ãšãããŒã¯äžè¬ã«åé¢
ããå¿ èŠã¯ãªãã
æ¬çºæã¯æ¬¡ã®ãæ¬çºæãéå®ãããã®ã§ãªãå®
æœäŸã«ãã€ãŠãã詳现ã«äŸç€ºãããã
æœäŸã«ãã€ãŠãã詳现ã«äŸç€ºãããã
å®æœäŸ ïŒ
第ïŒå³ã«å³è§£ãããæ§æã«åŸã€ãŠé»è§£æ§œã補äœ
ããããããã®åå¿ã宀枩以å€ã®æž©åºŠã§å®æœãã
ããšãã«ã¯ãé»è§£æ§œã¯åŸæ¥ã®æ¹æ³ã§äžå®æž©åºŠã«ä¿
ãããããã®å®æž©ãžã€ã±ããã¯å³ã«ç€ºãããŠããª
ãã第ïŒå³ã®è£ 眮ã«ãããŠãã«ãœãŒãïŒã¯ã«ãœãŒ
ã空éïŒå ã«æµžæŒ¬ãããäžæ¹ã¢ããŒãïŒã¯ã¢ããŒ
ã空éïŒå ã«æµžæŒ¬ããããäºã€ã®é»æ¥µç©ºéã¯ãã€
ã¢ãã©ã ïŒã«ãã€ãŠäºãã«åé¢ãããŠãããã«ãœ
ãŒããšããŠã¯ïŒcm2ã®é¢ç©ãæããçœéã¹ãã€ã©
ã«ãã¢ããŒããšããŠ10cm2ã®çœéæ¿ã䜿çšãããã
ã«ãœãŒã液ã¯10mlã®èžçæ°Žã100mgïŒ1mmoleïŒã®
é ¢é žã«ãªãŠã ã0.6mlïŒ1mmoleïŒã®96ïŒ é ¢é žæ°Žæº¶
液ããã³100mgïŒ0.6mmoleïŒã®ãšãŠåã«ãªãŠã ã
ããªããäžã«æããæåã¯æ··åãããšæž æŸãªæº¶æ¶²
ã圢æãããã¢ããŒã液ã¯ã«ãœãŒã液ãšåãçµæ
ãæããã»ãã«ã150mgïŒ0.4mmoleïŒã®ããã¹ã¿
ã°ã©ã³ãžã³F2αãå«ãã§ããã
ããããããã®åå¿ã宀枩以å€ã®æž©åºŠã§å®æœãã
ããšãã«ã¯ãé»è§£æ§œã¯åŸæ¥ã®æ¹æ³ã§äžå®æž©åºŠã«ä¿
ãããããã®å®æž©ãžã€ã±ããã¯å³ã«ç€ºãããŠããª
ãã第ïŒå³ã®è£ 眮ã«ãããŠãã«ãœãŒãïŒã¯ã«ãœãŒ
ã空éïŒå ã«æµžæŒ¬ãããäžæ¹ã¢ããŒãïŒã¯ã¢ããŒ
ã空éïŒå ã«æµžæŒ¬ããããäºã€ã®é»æ¥µç©ºéã¯ãã€
ã¢ãã©ã ïŒã«ãã€ãŠäºãã«åé¢ãããŠãããã«ãœ
ãŒããšããŠã¯ïŒcm2ã®é¢ç©ãæããçœéã¹ãã€ã©
ã«ãã¢ããŒããšããŠ10cm2ã®çœéæ¿ã䜿çšãããã
ã«ãœãŒã液ã¯10mlã®èžçæ°Žã100mgïŒ1mmoleïŒã®
é ¢é žã«ãªãŠã ã0.6mlïŒ1mmoleïŒã®96ïŒ é ¢é žæ°Žæº¶
液ããã³100mgïŒ0.6mmoleïŒã®ãšãŠåã«ãªãŠã ã
ããªããäžã«æããæåã¯æ··åãããšæž æŸãªæº¶æ¶²
ã圢æãããã¢ããŒã液ã¯ã«ãœãŒã液ãšåãçµæ
ãæããã»ãã«ã150mgïŒ0.4mmoleïŒã®ããã¹ã¿
ã°ã©ã³ãžã³F2αãå«ãã§ããã
é»è§£æ§œãçšæããŠé»è§£è³ªãæºãããããã¢ããŒ
ãé»æµå¯åºŠã6AïŒïœm2ã«èª¿ç¯ã25âã«ãããŠçŽ
ïŒåéé»è§£ãã€ã¥ããã端åé»å§ã¯25Vã«ãªãã
åå¿ã®çµäºã¯é»è§£æ§œã®ç«¯åé»å§ã®æ¥æ¿ãªå¢å ã«ã
ã€ãŠç€ºãããã
ãé»æµå¯åºŠã6AïŒïœm2ã«èª¿ç¯ã25âã«ãããŠçŽ
ïŒåéé»è§£ãã€ã¥ããã端åé»å§ã¯25Vã«ãªãã
åå¿ã®çµäºã¯é»è§£æ§œã®ç«¯åé»å§ã®æ¥æ¿ãªå¢å ã«ã
ã€ãŠç€ºãããã
é»è§£ã®çµæãšããŠåŸãããæè€è²ã®ã¢ããŒã液
ã¯20mlã®ãšãŒãã«ã§æœåºãããã®ãšãŒãã«æœåºç©
ã¯0.5mlã®10ïŒ ããªç¡«é žãããªãŠã 溶液ã§æŽæµ
ãã次ãã§ïŒmlã®æ°Žã§ïŒåæŽæµãæåŸã«ç¡æ°Žç¡«é ž
ãã°ãã·ãŠã ã§ïŒâã«ãããŠææã§ä¹Ÿç¥ããã次
ãã§æº¶æ¶²ã¯èžçºãïŒmmHgã®å§åäžã§é ¢é žãé€å»
ããŠæéãªãããããæ®æž£ãšããŠïŒâãšãŠçŽ â
ïŒïŒïŒÎ±âãªãã·ãâ11αïŒ15αâãžããããã·
â13âãã©ã³ã¹âããã¹ãã³é žã®180mgïŒ88ïŒ ïŒ
ãåŸããããT.L.C.åæã«ããã°ãã®çæç©ã¯
ãšã³ãâããã³ãšããœâãšãããŒã®çŽïŒïŒïŒæ··å
ç©ã§ãããT.L.C.枬å®ã¯ãã³ãŒã³ããžãªããµã³
ããã³é ¢é žã®20ïŒ10ïŒïŒæ··åç©ãçšããŠã·ãªã«ã²
ã«äžã§ãããªããåŸãããã¹ãããã¯ãååŠçæ¹
æ³ãTetrahedron Letters 30ã2627ïŒ1977ïŒã
ã«ãã€ãŠèª¿è£œãåãã€ãŠå¥ã®æ¹æ³ã«ãã€ãŠåå®ã
ãååŠçã«çŽç²ã§ç«äœå質ãªïŒâãšã³ãâïŒÎ±â
ãšãŠçŽ âïŒïŒïŒÎ±âãªãã·ãâ11αïŒ15αâãžã
ãããã·â13âãã©ã³ã¹âããã¹ãã³é žã«ãã€ãŠ
åå®ãããäžèšã®ç³»ã«ãããŠïŒâãšã³ãç°æ§äœã®
fã¯0.25ã®å€ã§ãããäžæ¹ïŒâãšããœç°æ§äœã¯
0.30ã®ïŒ²få€ã§ããã
ã¯20mlã®ãšãŒãã«ã§æœåºãããã®ãšãŒãã«æœåºç©
ã¯0.5mlã®10ïŒ ããªç¡«é žãããªãŠã 溶液ã§æŽæµ
ãã次ãã§ïŒmlã®æ°Žã§ïŒåæŽæµãæåŸã«ç¡æ°Žç¡«é ž
ãã°ãã·ãŠã ã§ïŒâã«ãããŠææã§ä¹Ÿç¥ããã次
ãã§æº¶æ¶²ã¯èžçºãïŒmmHgã®å§åäžã§é ¢é žãé€å»
ããŠæéãªãããããæ®æž£ãšããŠïŒâãšãŠçŽ â
ïŒïŒïŒÎ±âãªãã·ãâ11αïŒ15αâãžããããã·
â13âãã©ã³ã¹âããã¹ãã³é žã®180mgïŒ88ïŒ ïŒ
ãåŸããããT.L.C.åæã«ããã°ãã®çæç©ã¯
ãšã³ãâããã³ãšããœâãšãããŒã®çŽïŒïŒïŒæ··å
ç©ã§ãããT.L.C.枬å®ã¯ãã³ãŒã³ããžãªããµã³
ããã³é ¢é žã®20ïŒ10ïŒïŒæ··åç©ãçšããŠã·ãªã«ã²
ã«äžã§ãããªããåŸãããã¹ãããã¯ãååŠçæ¹
æ³ãTetrahedron Letters 30ã2627ïŒ1977ïŒã
ã«ãã€ãŠèª¿è£œãåãã€ãŠå¥ã®æ¹æ³ã«ãã€ãŠåå®ã
ãååŠçã«çŽç²ã§ç«äœå質ãªïŒâãšã³ãâïŒÎ±â
ãšãŠçŽ âïŒïŒïŒÎ±âãªãã·ãâ11αïŒ15αâãžã
ãããã·â13âãã©ã³ã¹âããã¹ãã³é žã«ãã€ãŠ
åå®ãããäžèšã®ç³»ã«ãããŠïŒâãšã³ãç°æ§äœã®
fã¯0.25ã®å€ã§ãããäžæ¹ïŒâãšããœç°æ§äœã¯
0.30ã®ïŒ²få€ã§ããã
ïŒâãšã³ãâïŒÎ±âãšãŠçŽ âïŒïŒïŒÎ±âãªãã·
ãâ11αïŒ15αâãžããããã·â13âãã©ã³ã¹â
ããã¹ãã³é žããã³ãã®ïŒâãšããœç°æ§äœã¯ãžã¢
ãºã¡ã¿ã³ã«ããæ¢ã«ç¥ãããæ¹æ³ã§ãšã¹ãã«åã
ãã
ãâ11αïŒ15αâãžããããã·â13âãã©ã³ã¹â
ããã¹ãã³é žããã³ãã®ïŒâãšããœç°æ§äœã¯ãžã¢
ãºã¡ã¿ã³ã«ããæ¢ã«ç¥ãããæ¹æ³ã§ãšã¹ãã«åã
ãã
fïŒïŒâãšã³ãã»ã¡ãã«ãšã¹ãã«ïŒïŒ0.40ïŒ
fïŒïŒâãšããœã»ã¡ãã«ãšã¹ãã«ïŒïŒ0.43
å®æœäŸ ïŒ
é»è§£æ§œã¯å®æœäŸïŒã«ãããŠäœ¿çšãããã®ãšæ¬è³ª
çã«åãã§ããããã ã¢ããŒããšããŠ0.5cm2ã®çœ
éæ¿ã䜿çšããããšã ããç°ãªãã
çã«åãã§ããããã ã¢ããŒããšããŠ0.5cm2ã®çœ
éæ¿ã䜿çšããããšã ããç°ãªãã
ã«ãœãŒã液ã¯10mlã®ã¢ã»ããããªã«ã50mg
ïŒ0.4mmoleïŒã®èåã«ãªãŠã ã0.5mlã®æ°Žããã³
0.25mlã®é ¢é žãããªããã¢ããŒã液ã¯äžèšã®æå
ã®ã»ãã«ããã«50mgïŒ0.15mmoleïŒã®ããã¹ã¿ã°
ã©ã³ãžã³F2αãå«æããã
ïŒ0.4mmoleïŒã®èåã«ãªãŠã ã0.5mlã®æ°Žããã³
0.25mlã®é ¢é žãããªããã¢ããŒã液ã¯äžèšã®æå
ã®ã»ãã«ããã«50mgïŒ0.15mmoleïŒã®ããã¹ã¿ã°
ã©ã³ãžã³F2αãå«æããã
é»è§£ã¯0.6AïŒïœm2ã®ã¢ããŒãé»æµå¯åºŠã§20å
éãããªããé»è§£æ§œã®ç«¯åé»å§ã¯çŽïŒãïŒãã«ã
ã§ããã
éãããªããé»è§£æ§œã®ç«¯åé»å§ã¯çŽïŒãïŒãã«ã
ã§ããã
é»è§£ãå®äºãããšããã¢ããŒã液ãã溶åªãæž
å§èžçºãããŠ75mgã®ç²çæç©ãåŸããããã¯ïŒâ
ãšã³ãâïŒïŒïŒÎ±âãªãã·ãâïŒÎ±âããã¢â11
αïŒ15αâãžããããã·â13âãã©ã³ã¹âããã¹
ãã³é žããã³ïŒâãšããœâïŒïŒïŒÎ±âãªãã·ãâ
ïŒÎ±âããã¢â11αïŒ15αâãžããããã·â13â
ãã©ã³ã¹âããã¹ãã³é žã®ïŒïŒïŒæ··åç©ã§ããã
å€å°æ¥µæ§ã®ããäžçŽç©ãå°éå«ãã§ãããT.L.
C.枬å®ã¯å®æœäŸïŒã«èª¬æããããã«ãããªãã
å§èžçºãããŠ75mgã®ç²çæç©ãåŸããããã¯ïŒâ
ãšã³ãâïŒïŒïŒÎ±âãªãã·ãâïŒÎ±âããã¢â11
αïŒ15αâãžããããã·â13âãã©ã³ã¹âããã¹
ãã³é žããã³ïŒâãšããœâïŒïŒïŒÎ±âãªãã·ãâ
ïŒÎ±âããã¢â11αïŒ15αâãžããããã·â13â
ãã©ã³ã¹âããã¹ãã³é žã®ïŒïŒïŒæ··åç©ã§ããã
å€å°æ¥µæ§ã®ããäžçŽç©ãå°éå«ãã§ãããT.L.
C.枬å®ã¯å®æœäŸïŒã«èª¬æããããã«ãããªãã
fïŒãšã³ãç°æ§äœïŒïŒ0.22ïŒ
fïŒãšããœç°æ§äœïŒïŒ0.27
ç²çæç©ã¯ãžã¢ãŸã¡ã¿ã³ã«ããæ¢ç¥ã®æ¹æ³ã§çž
åœããã¡ãã«ãšã¹ãã«ã«è»¢åãããã
åœããã¡ãã«ãšã¹ãã«ã«è»¢åãããã
fïŒãšã³ãã»ã¡ãã«ãšã¹ãã«ïŒïŒ0.35ïŒ
fïŒãšããœã»ã¡ãã«ãšã¹ãã«ïŒïŒ0.41
T.L.C.ã®ã¹ãããã¯ååŠçã«ãTetrahedron
Lettersã30ã2627ïŒ1977ïŒãã«èª¿è£œãå¥ã®æ¢ç¥ã®
æ¹æ³ã«ãã€ãŠåå®ããååŠçã«çŽç²ã§ç«äœå質ãª
äžè¬åŒãæããçžåœãããšã³ãâããã³ãšããœ
ååç©ã«ãã€ãŠåºå®ããã
Lettersã30ã2627ïŒ1977ïŒãã«èª¿è£œãå¥ã®æ¢ç¥ã®
æ¹æ³ã«ãã€ãŠåå®ããååŠçã«çŽç²ã§ç«äœå質ãª
äžè¬åŒãæããçžåœãããšã³ãâããã³ãšããœ
ååç©ã«ãã€ãŠåºå®ããã
ãªããå®æœäŸïŒããã³ïŒã§çšããåºçºç©è³ªãã
ã³çæç©ã®æ§é ã¯æ¬¡ã®ãšããã§ããã
ã³çæç©ã®æ§é ã¯æ¬¡ã®ãšããã§ããã
ããã¹ã¿ã°ã©ã³ãžã³F2αïŒ
ïŒâãšã³ãïŒãŸãã¯ãšããœïŒâïŒÎ±âãšãŠçŽ â
ïŒïŒïŒÎ±âãªãã·ãâ11αïŒ15αâãžããããã·
â13âãã©ã³ã¹âããã¹ãã³é žïŒ ïŒâãšã³ãïŒãŸãã¯ãšããœïŒâïŒÎ±âããã¢â
ïŒïŒïŒÎ±âãªãã·ãâ11αïŒ15αâãžããããã·
â13âãã©ã³ã¹âããã¹ãã³é žïŒ
ïŒïŒïŒÎ±âãªãã·ãâ11αïŒ15αâãžããããã·
â13âãã©ã³ã¹âããã¹ãã³é žïŒ ïŒâãšã³ãïŒãŸãã¯ãšããœïŒâïŒÎ±âããã¢â
ïŒïŒïŒÎ±âãªãã·ãâ11αïŒ15αâãžããããã·
â13âãã©ã³ã¹âããã¹ãã³é žïŒ
第ïŒå³ã¯æ¬çºæã«äœ¿çšãããäžè¬çãªé»è§£æ§œã®
æ§æã瀺ãæŠç¥å³ã§ãããå³äžïŒïŒã«ãœãŒãã
ïŒïŒã¢ããŒããïŒïŒãã€ã¢ãã©ã ãïŒïŒã«ãœãŒã
空éãïŒïŒã¢ããŒã空éã
æ§æã瀺ãæŠç¥å³ã§ãããå³äžïŒïŒã«ãœãŒãã
ïŒïŒã¢ããŒããïŒïŒãã€ã¢ãã©ã ãïŒïŒã«ãœãŒã
空éãïŒïŒã¢ããŒã空éã
Claims (1)
- ãç¹èš±è«æ±ã®ç¯å²ã ïŒ æ¬¡ã®äžè¬åŒ ã§è¡šããããåŒäž R1ã¯æ°ŽçŽ ååïŒã¢ãªãŒã«ãã¢ãããããããã·
ã«ãŸãã¯ããã²ã³ååã§çœ®æãããŠããŠããã
ã¢ã«ãã«åºïŒåœéã®è¬åŠçã«åãå ¥ããããæ
æ©ãŸãã¯ç¡æ©ã®ã«ããªã³ïŒãŸãã¯ããã©ããã
ãã©ãã«ãè³éŠæããã³èèªæã¢ã·ã«ãäœçŽã¢
ã«ãã«ã·ãªã«ãªãã³ã«è³éŠæã«ã«ãã¢ã€ã«ãã
ãªã矀ããéžãã æ¢ç¥ã®ããããã·ã«ä¿è·åºã§
ããã R2ã¯æ°ŽçŽ ååãããããã·ã«åºãŸãã¯åèšR1ã«
é¢ãå®çŸ©ããæ¢ç¥ã®ããããã·ã«ä¿è·åºã§ä¿è·
ãããããããã·ã«åºã§ããã R3ã¯æ°ŽçŽ ååãŸãã¯äœçŽã¢ã«ãã«åºã§ããã R4ã¯æ°ŽçŽ ååãŸãã¯åèšR1ã«é¢ãå®çŸ©ããæ¢ç¥
ã®ããããã·ã«ä¿è·åºã§ããã R5ã¯ïŒå以äžã®ãããååãå«ãã§ãããããŸ
ã眮æåºãæããŸãã¯æããªãã¢ãªãŒã«åºã§çœ®
æãããŠããŠãããçŽéãŸãã¯åå²ã¢ã«ãã«åº
ã§ããã ã¯ããã²ã³ååã§ããã ïŒâããâïŒïŒïŒÎ±âãªãã·ãâããã¹ã¿ã°ã©
ã³ãžã³èªå°äœã®è£œé æ¹æ³ã§ãã€ãŠã 次ã®äžè¬åŒ ã§è¡šããããåŒäžR1ãR2ãR3ãR4ããã³R5ãäž
ã«å®çŸ©ããæå³ãæããããã¹ã¿ã°ã©ã³ãžã³F2
αèªå°äœãããã²ã³ã€ãªã³ãå«æããåªè³ªäžã§é»
æ°ååŠçã«é žåããããšãããªãæ¹æ³ã ïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé èšèŒã®æ¹æ³ã§ãã€ãŠã
該é»æ°ååŠçé žåããããã³æº¶åªãå«ãåªè³ªäžã§
ãããªãããšãå«ããã®ã ïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé èšèŒã®æ¹æ³ã§ãã€ãŠã
該é»æ°ååŠçé žåããããã³æº¶åªãšããŠã®æ°Žãã¢
ã«ã«ããŒã«ããããªã«ãææ©ãããã¯ç¡æ©ã®é žã
ããã¯ãããã®æ··åç©ãå«æãå Žåã«ãã€ãŠã¯ç·©
è¡å€ãšããŠäœçšããå¡©ãå«æããŠãããåªè³ªäžã§
ãããªãããšãå«ããã®ã ïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé èšèŒã®æ¹æ³ã§ãã€ãŠã
ãããã³æº¶åªãšããŠäœçŽã®ã¢ã«ã«ããŒã«ããããª
ã«ãããã¯ãããã®æ··åç©ãçšãããããã®ã ïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé ãã第ïŒé ãŸã§ã®ãã
ããã«èšèŒã®ãäžè¬åŒã®ååç©ã®è£œé æ³ã§ãã€
ãŠãåŒäžã®ïŒžããšãŠçŽ ååã§ããR1ãR2ãR3ã
R4ããã³R5ãç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé ã«å®çŸ©ãã
æå³ãæãã該é»æ°ååŠçé žåãæ°Žãé ¢é žãã¢ã«
ã«ãªéå±ã®é ¢é žå¡©ããã³ã¢ã«ã«ãªéå±ãšãŠåç©ã
å«æããåªè³ªäžã§ãããªãããšãå«ããã®ã ïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé ãã第ïŒé ãŸã§ã®ãã
ããã«èšèŒã®ãïŒâãšãŠçŽ âïŒïŒïŒÎ±âãªãã·ã
â11αïŒ15αâãžããããã·â13âãã©ã³ã¹âã
ãã¹ãã³é žã®è£œé æ³ã§ãã€ãŠãããã¹ã¿ã°ã©ã³ãž
ã³F2αããšãŠçŽ ã€ãªã³ãå«æããåªè³ªäžã§é»æ°
ååŠçã«é žåããããšãå«ããã®ã ïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé ãã第ïŒé ãŸã§ã®ãã
ããã«èšèŒã®ãäžè¬åŒã®ååç©ã®è£œé æ³ã§ãã€
ãŠãåŒäžã®ïŒžãèçŽ ååã§ããR1ãR2ãR3ãR4
ããã³R5ãç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé ã«å®çŸ©ããé
ãã®æå³ãæãããããŠè©²é»æ°ååŠçé žåãæ°Žã
ã¢ã»ããããªãé ¢é žããã³ã¢ã«ã«ãªéå±ã®èåç©
ãå«æããåªè³ªäžã§ãããªãããšãå«ããã®ã ïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé ãã第ïŒé ãŸã§ããã³
第ïŒé ã®ããããã«èšèŒã®ãïŒâèçŽ âïŒïŒïŒÎ±
âãªãã·ãâ11αïŒ15αâãžããããã·â13âã
ã©ã³ã¹âããã¹ãã³é žã®è£œé æ³ã§ãã€ãŠãããã¹
ã¿ã°ã©ã³ãžã³F2αãèçŽ ã€ãªã³ãå«æããåªè³ª
äžã§é»æ°ååŠçã«é žåããããšãå«ããã®ã ïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé ãã第ïŒé ãŸã§ã®ãã
ããã«èšèŒã®æ¹æ³ã§ãã€ãŠã該é»æ°ååŠçé žåã
ã«ãœãŒãããã³ã¢ããŒã空éããã€ã¢ãã©ã ã«ã
ã€ãŠåé¢ãããŠããé»è§£æ§œäžã§ãããªãããšãå«
ããã®ã ïŒïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé ãã第ïŒé ãŸã§ã®ã
ãããã«èšèŒã®æ¹æ³ã§ãã€ãŠã該é»æ°ååŠçé žå
ãã¢ããŒããšããŠé«ãé žçŽ éé»å§ãæããé»æ¥µã
䜿çšããããšã«ãã€ãŠãããªãããšãå«ããã®ã ïŒïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒïŒé èšèŒã®æ¹æ³ã§ãã€
ãŠãé«ãé žçŽ éé»å§ãæããã¢ããŒããšããŠã
éãçœéããã©ãžãŠã ãããã¯ãã¿ã³ã䜿çšãã
ãã®ã ïŒïŒ ç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé ãã第ïŒïŒé ãŸã§ã®
ããããã«èšèŒã®æ¹æ³ã§ãã€ãŠã該é»æ°ååŠçé ž
åãïŒâãã80âã®éã®æž©åºŠã«ãããŠãããªãã
ãšãå«ããã®ã
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU78CI1832A HU179001B (en) | 1978-05-29 | 1978-05-29 | Process for preparing 5-halo-6,9alpha-oxido-prostaglandin derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS54163592A JPS54163592A (en) | 1979-12-26 |
| JPS62999B2 true JPS62999B2 (ja) | 1987-01-10 |
Family
ID=10994698
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6509279A Granted JPS54163592A (en) | 1978-05-29 | 1979-05-28 | Manufacture of 55haloo6*9 alphaaoxidee prostaglandin derivative |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4233121A (ja) |
| JP (1) | JPS54163592A (ja) |
| AT (1) | AT374831B (ja) |
| DE (1) | DE2920562A1 (ja) |
| GB (1) | GB2027014B (ja) |
| GR (1) | GR68433B (ja) |
| HU (1) | HU179001B (ja) |
| IT (1) | IT1165207B (ja) |
| SU (1) | SU890974A3 (ja) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4290862A (en) * | 1979-11-14 | 1981-09-22 | Edinen Centar P Chimia | Method for the preparation of narwedine-type enones |
| IL65387A0 (en) * | 1981-04-14 | 1982-05-31 | Chinoin Gyogyszer Es Vegyeszet | 2,3,4-trinor-m-inter-phenylene-prostaglandin derivatives and a process for the preparation thereof |
| HU184948B (en) * | 1981-04-14 | 1984-11-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing 5-substituted 4-oxo-pgi down 1 derivatives |
| HU190007B (en) * | 1982-05-06 | 1986-08-28 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu | Process for producing new aromatic prostacylin analogues |
| US4510025A (en) * | 1983-08-24 | 1985-04-09 | Kuraray Company, Ltd. | Method for production of 3-substituted-2,2-dimethylbicyclo[2.2.1]heptan-5-ols and esters thereof |
| US4670109A (en) * | 1985-01-25 | 1987-06-02 | Firmenich Sa | Process for the preparation of isoxazoles |
| US5230783A (en) * | 1991-05-15 | 1993-07-27 | The Dow Chemical Company | Electrolytic cell and process for the labeling of proteins and peptides |
| US6683188B1 (en) * | 1999-12-17 | 2004-01-27 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Cyanine dye |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3427235A (en) * | 1965-01-15 | 1969-02-11 | Pullman Inc | Electrolytic production of olefine oxides |
| US4125712A (en) * | 1976-06-01 | 1978-11-14 | The Upjohn Company | Certain 5,6-dihydro-prostacyclin analogs |
-
1978
- 1978-05-29 HU HU78CI1832A patent/HU179001B/hu unknown
-
1979
- 1979-05-15 GR GR59087A patent/GR68433B/el unknown
- 1979-05-21 AT AT0371479A patent/AT374831B/de not_active IP Right Cessation
- 1979-05-21 DE DE19792920562 patent/DE2920562A1/de active Granted
- 1979-05-21 US US06/041,104 patent/US4233121A/en not_active Expired - Lifetime
- 1979-05-24 IT IT68106/79A patent/IT1165207B/it active
- 1979-05-25 GB GB7918487A patent/GB2027014B/en not_active Expired
- 1979-05-28 JP JP6509279A patent/JPS54163592A/ja active Granted
- 1979-05-28 SU SU792773053A patent/SU890974A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| DE2920562A1 (de) | 1979-12-06 |
| IT1165207B (it) | 1987-04-22 |
| AT374831B (de) | 1984-06-12 |
| ATA371479A (de) | 1983-10-15 |
| IT7968106A0 (it) | 1979-05-24 |
| DE2920562C2 (ja) | 1989-01-19 |
| GB2027014A (en) | 1980-02-13 |
| HU179001B (en) | 1982-08-28 |
| GB2027014B (en) | 1982-08-25 |
| US4233121A (en) | 1980-11-11 |
| SU890974A3 (ru) | 1981-12-15 |
| GR68433B (ja) | 1981-12-30 |
| JPS54163592A (en) | 1979-12-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS62999B2 (ja) | ||
| JPH02298286A (ja) | ããŒã¿ïŒã¬ã³ãâäžé£œåãšã¹ãã«ã®é»æ°åææ¹æ³ | |
| JPS6249358B2 (ja) | ||
| US4290862A (en) | Method for the preparation of narwedine-type enones | |
| Moeller et al. | Intramolecular anodic olefin coupling reactions: the use of allyl-and vinylsilanes in the construction of quaternary carbons | |
| HUT77976A (hu) | Eljárás cefalosporinok szintézisében használható intermedierek elÅállÃtására | |
| US3024252A (en) | Quaternary ammonium compounds of the dihydrofurane series | |
| JPS6342713B2 (ja) | ||
| JPS60187689A (ja) | ïŒâãšããœã¡ãã¬ã³ã»ãã¢ã èªå°äœã®è£œé æ³ | |
| US4475992A (en) | Cyclohexadiene derivatives and process for preparing the same | |
| US3871977A (en) | Electrolytic process for the manufacture of alpha-ketoglutarate esters | |
| US4379032A (en) | Process for preparing oxazolineazetidinone derivatives | |
| JPS61264186A (ja) | ã¢ã«ã³âã«ããã³ãšããã·ååç©ã®é»æ°åææ¹æ³ | |
| JP3285046B2 (ja) | ããããã·ãããªã³é žãšã¹ãã«ã®è£œé æ¹æ³ | |
| US4082627A (en) | Electrolytic reduction of dihydrobenzopyranoxanthenones | |
| JPS6346153B2 (ja) | ||
| JPH0116916B2 (ja) | ||
| JPS632249B2 (ja) | ||
| US4470887A (en) | Process for preparing thiazolinoazetidinone derivatives | |
| JP3653590B2 (ja) | ããã¢çœ®æã¢ãŒããžãã³ååç©ã®è£œé æ¹æ³ | |
| JPH0116917B2 (ja) | ||
| JP2622115B2 (ja) | ãã³ãžã«ã¢ã«ã³ãŒã«é¡ã®è£œé æ¹æ³ | |
| SU415271A1 (ru) | СпПÑПб пПлÑÑÐµÐœÐžÑ Ð²ÐžÑÐŒÑÑПÑгаМОÑеÑÐºÐžÑ ÑПеЎОМеМОй | |
| JPS58171583A (ja) | ã·ã¯ãã¢ã«ã±ãã³èªå°äœã®è£œé æ¹æ³ | |
| JPS6013434B2 (ja) | ãã¢ãŸãªã³ã¢ãŒããžãã³èªå°äœã®è£œé æ¹æ³ |