SU580834A3 - Способ получени производных простагландина - Google Patents
Способ получени производных простагландинаInfo
- Publication number
- SU580834A3 SU580834A3 SU7301911353A SU1911353A SU580834A3 SU 580834 A3 SU580834 A3 SU 580834A3 SU 7301911353 A SU7301911353 A SU 7301911353A SU 1911353 A SU1911353 A SU 1911353A SU 580834 A3 SU580834 A3 SU 580834A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- tetrahydropyranyl
- mixture
- ether
- multiplets
- general formula
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 9
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 5
- 239000000203 mixture Substances 0.000 claims 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- BUDQDWGNQVEFAC-UHFFFAOYSA-N Dihydropyran Chemical compound C1COC=CC1 BUDQDWGNQVEFAC-UHFFFAOYSA-N 0.000 claims 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- -1 acetoxycyclopentyl Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 230000004071 biological effect Effects 0.000 claims 2
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 238000005984 hydrogenation reaction Methods 0.000 claims 2
- 239000000543 intermediate Substances 0.000 claims 2
- 229940094443 oxytocics prostaglandins Drugs 0.000 claims 2
- 150000003180 prostaglandins Chemical class 0.000 claims 2
- 238000001228 spectrum Methods 0.000 claims 2
- 238000003786 synthesis reaction Methods 0.000 claims 2
- JKTCBAGSMQIFNL-UHFFFAOYSA-N 2,3-dihydrofuran Chemical compound C1CC=CO1 JKTCBAGSMQIFNL-UHFFFAOYSA-N 0.000 claims 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- MPRWIVBRDAXEAF-UHFFFAOYSA-N acetyloxy ethaneperoxoate Chemical compound CC(=O)OOOC(C)=O MPRWIVBRDAXEAF-UHFFFAOYSA-N 0.000 claims 1
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000012298 atmosphere Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- XEYBRNLFEZDVAW-ARSRFYASSA-N dinoprostone Chemical class CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O XEYBRNLFEZDVAW-ARSRFYASSA-N 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 239000008241 heterogeneous mixture Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 claims 1
- 235000019341 magnesium sulphate Nutrition 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 150000004702 methyl esters Chemical class 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- 239000012299 nitrogen atmosphere Substances 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 239000012047 saturated solution Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
- Pyrane Compounds (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US244882A US3887587A (en) | 1972-04-17 | 1972-04-17 | Synthesis of prostaglandins of the one-series |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU580834A3 true SU580834A3 (ru) | 1977-11-15 |
Family
ID=22924496
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU7301911353A SU580834A3 (ru) | 1972-04-17 | 1973-04-16 | Способ получени производных простагландина |
Country Status (19)
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4243595A (en) * | 1972-07-13 | 1981-01-06 | Pfizer Inc. | 15-Substituted-omega-pentanorprostaglandins |
| GB1432950A (en) * | 1972-11-10 | 1976-04-22 | Ici Ltd | Cyclopentane aldehydes as chemical intermediates |
| US4737590A (en) * | 1973-04-27 | 1988-04-12 | American Cyanamid Company | Novel 2-substituted-3,4-epoxycyclopentan-1-ones, 2-substituted-3,4-epoxycyclopentan-1-ols, and various 2-substituted-cyclopentenones |
| US4012431A (en) * | 1973-05-21 | 1977-03-15 | The Upjohn Company | Process for preparing 5-oxa PGF1.sub.α -type compounds |
| US4060540A (en) * | 1975-09-18 | 1977-11-29 | American Cyanamid Company | Novel 3-triphenylmethoxy-1-alkynes, 3-triphenyl-methoxy-1-trans-alkenyl-dialkyl-alanes, and lithium 3-triphenylmethoxy-1-trans-alkenyl-dialkyl alanates |
| US4039574A (en) * | 1975-09-25 | 1977-08-02 | American Cyanamid Company | 13-Hydroxy-15-deoxy-prostaglandins |
| US4219483A (en) * | 1978-09-11 | 1980-08-26 | Pfizer Inc. | 4-Pyrone prostaglandin antagonists |
| JPH0964603A (ja) * | 1995-08-26 | 1997-03-07 | Nec Corp | 温度補償型位相遅延回路 |
| CN103570599B (zh) * | 2013-11-11 | 2015-05-06 | 陕西大生制药科技有限公司 | 前列腺素a1的制备方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA959485A (en) * | 1970-05-04 | 1974-12-17 | Gordon L. Bundy | 15-alkyl prostaglandins |
| US3736335A (en) * | 1970-06-22 | 1973-05-29 | Merck & Co Inc | Prostaglandins and methods of making same |
| SE391714B (sv) * | 1970-09-11 | 1977-02-28 | Upjohn Co | Forfarande for framstellning av prostaglandiner av typ pge?712 med foreningar av typ pga?712 som utgangsforeningar |
| CA951723A (en) * | 1970-09-19 | 1974-07-23 | Takashi Yusa | Prostaglandin derivatives and process for the preparation thereof |
| GB1356581A (en) * | 1970-10-09 | 1974-06-12 | Ici Ltd | Cyclopentane derivatives |
-
1972
- 1972-04-17 US US244882A patent/US3887587A/en not_active Expired - Lifetime
-
1973
- 1973-04-02 GB GB184675A patent/GB1424417A/en not_active Expired
- 1973-04-02 GB GB119575A patent/GB1424416A/en not_active Expired
- 1973-04-02 GB GB119475A patent/GB1424415A/en not_active Expired
- 1973-04-02 GB GB1576773A patent/GB1424414A/en not_active Expired
- 1973-04-02 SE SE7304635A patent/SE416543B/xx unknown
- 1973-04-04 CA CA167,967A patent/CA999579A/en not_active Expired
- 1973-04-04 IE IE530/73A patent/IE37495B1/xx unknown
- 1973-04-04 IE IE850/76A patent/IE37496B1/xx unknown
- 1973-04-05 ZA ZA732385A patent/ZA732385B/xx unknown
- 1973-04-09 AU AU54282/73A patent/AU470252B2/en not_active Expired
- 1973-04-14 DE DE2319017A patent/DE2319017C3/de not_active Expired
- 1973-04-16 ES ES413786A patent/ES413786A1/es not_active Expired
- 1973-04-16 AR AR247566A patent/AR197135A1/es active
- 1973-04-16 NL NL7305292.A patent/NL160250C/xx not_active IP Right Cessation
- 1973-04-16 SU SU7301911353A patent/SU580834A3/ru active
- 1973-04-17 AT AT341273A patent/AT336809B/de not_active IP Right Cessation
- 1973-04-17 CH CH770075A patent/CH578497A5/xx not_active IP Right Cessation
- 1973-04-17 BE BE1004973A patent/BE798316A/xx not_active IP Right Cessation
- 1973-04-17 FR FR7313904A patent/FR2183711B1/fr not_active Expired
- 1973-04-17 CH CH554573A patent/CH568264A5/xx not_active IP Right Cessation
- 1973-04-17 PL PL1973196152A patent/PL103097B1/pl not_active IP Right Cessation
- 1973-04-17 YU YU1033/73A patent/YU36924B/xx unknown
- 1973-04-17 PL PL1973161967A patent/PL99374B1/pl unknown
- 1973-04-17 JP JP4276473A patent/JPS5710104B2/ja not_active Expired
-
1974
- 1974-01-01 AR AR252306A patent/AR204713A1/es active
-
1975
- 1975-09-24 FR FR7529282A patent/FR2275453A1/fr active Granted
- 1975-09-24 FR FR7529281A patent/FR2275473A1/fr active Granted
-
1976
- 1976-01-07 ES ES444110A patent/ES444110A1/es not_active Expired
- 1976-08-12 SE SE7609048A patent/SE7609048L/xx unknown
-
1979
- 1979-10-01 SE SE7908126A patent/SE7908126L/sv not_active Application Discontinuation
- 1979-10-01 SE SE7908125A patent/SE7908125L/sv not_active Application Discontinuation
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Utimoto | Palladium catalyzed synthesis of heterocycles | |
| Taber et al. | Rhodium-mediated cyclopentane construction can compete with. beta.-hydride elimination: synthesis of (.+-.)-tochuinyl acetate | |
| Nishizawa et al. | Synthesis and structure determination of isoaplysin-20 | |
| SU137511A1 (ru) | Способ получени сложных альфа-алкениловых эфиров | |
| CH617442A5 (US07935154-20110503-C00006.png) | ||
| SU580834A3 (ru) | Способ получени производных простагландина | |
| Jung et al. | Rapid and efficient synthesis of a fully functionalized synthon for the bottom half of the antiparasitic agent, ivermectin | |
| Shirahata et al. | Constituents of genus petasites—IV: Bakkenolide-A, a sesquiterpene of novel carbon skeleton | |
| CN105906537B (zh) | （z）式磺酰基烯酸酯化合物的一锅合成方法 | |
| Jacobi et al. | Bis heteroannulation. 1. Model studies in the synthesis of highly oxygenated sesquiterpenes | |
| Deslongchamps et al. | The products of hydrolysis of cyclic orthoesters as a function of pH and the theory of stereoelectronic control | |
| Kitagawa et al. | Photochemical transformation leading to eupteleogenin—I: Introduction of epoxy-lactone system | |
| Nakata et al. | Stereoselective synthesis of (±)-blastmycinome and formal total synthesis of antimycin A3 | |
| Yasumoto et al. | Isolation and absolute configuration determination of aliphatic sulfates as the Daphnia kairomones inducing morphological defense of a phytoplankton—Part 2 | |
| Kometani et al. | Pyranonaphthoquinone antibiotics. 3. Synthesis of (+)-9-deoxygriseusin B and absolute configuration revision of griseusins A and B | |
| US3527789A (en) | Production of poly(lower)alkyl alkenepolycarboxylates | |
| Takahashi et al. | Syntheses of new humulene derivatives;(2E, 6E, 9E)-and (2Z, 6E, 9E)-cycloundecatrienones, by intramolecular alkylation of protected cyanohydrin. A route to humulene | |
| US3860616A (en) | Synthesis of d,1-zearalanol | |
| US4602107A (en) | Process for producing trycyclo[5.2.1.02,6 ]decane-2-carboxylic acid | |
| Shono et al. | A FACILE AND GENERAL SYNTHESIS OF 4-HYDROXYCYCLOPENTENONES | |
| MoMosE et al. | Bicyclo [3. 3. 1] nonanes as Synthetic Intermediates. IV. Behavior of Bicyclo [3. n. 1] alkan-3-ones toward the Baeyer-Villiger Oxidation | |
| Gurjar et al. | An ehantiospecific approach towards the C10 side-chain of bengamides | |
| Saito et al. | Synthesis of 2-formylazulene and its derivatives by oxidative cleavage of 2-styrylazulenes. | |
| Suga et al. | Dimerization of Conjugated Dienes | |
| Shepherd et al. | The mechanism of the aqueous perchloric acid isomerization of oleic acid to γ-stearolactone |
