ES410962A1 - Prostaglandins and method for preparing same - Google Patents
Prostaglandins and method for preparing sameInfo
- Publication number
- ES410962A1 ES410962A1 ES410962A ES410962A ES410962A1 ES 410962 A1 ES410962 A1 ES 410962A1 ES 410962 A ES410962 A ES 410962A ES 410962 A ES410962 A ES 410962A ES 410962 A1 ES410962 A1 ES 410962A1
- Authority
- ES
- Spain
- Prior art keywords
- recover
- mixture
- ester
- deoxoprostaglandin
- carboethoxyhexyl
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 229940094443 oxytocics prostaglandins Drugs 0.000 title 1
- 150000003180 prostaglandins Chemical class 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- WOPKYMRPOKFYNI-UHFFFAOYSA-N 2-hydroxycyclopent-2-en-1-one Chemical class OC1=CCCC1=O WOPKYMRPOKFYNI-UHFFFAOYSA-N 0.000 abstract 1
- BUDQDWGNQVEFAC-UHFFFAOYSA-N Dihydropyran Chemical compound C1COC=CC1 BUDQDWGNQVEFAC-UHFFFAOYSA-N 0.000 abstract 1
- 108090000371 Esterases Proteins 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 229960000711 alprostadil Drugs 0.000 abstract 1
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- FLILUVGNNJPQAV-UHFFFAOYSA-N cyclopenta-1,3-diene;lithium Chemical compound [Li].C1C=CC=C1 FLILUVGNNJPQAV-UHFFFAOYSA-N 0.000 abstract 1
- JLOZZJNIWIPGBS-UHFFFAOYSA-L diiodocopper;tributylphosphane Chemical compound I[Cu]I.CCCCP(CCCC)CCCC JLOZZJNIWIPGBS-UHFFFAOYSA-L 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- XPIWIIZWBNUKJU-UHFFFAOYSA-N ethyl 7-(3-hydroxy-5-oxocyclopenten-1-yl)heptanoate Chemical compound CCOC(=O)CCCCCCC1=CC(O)CC1=O XPIWIIZWBNUKJU-UHFFFAOYSA-N 0.000 abstract 1
- OOBFNDGMAGSNKA-UHFFFAOYSA-N ethyl 7-bromoheptanoate Chemical compound CCOC(=O)CCCCCCBr OOBFNDGMAGSNKA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- -1 hydroxy ester Chemical class 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- 230000001706 oxygenating effect Effects 0.000 abstract 1
- WGJJROVFWIXTPA-OALUTQOASA-N prostanoic acid Chemical class CCCCCCCC[C@H]1CCC[C@@H]1CCCCCCC(O)=O WGJJROVFWIXTPA-OALUTQOASA-N 0.000 abstract 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 abstract 1
Classifications
-
- 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
- C07F5/061—Aluminium compounds with C-aluminium linkage
- C07F5/066—Aluminium compounds with C-aluminium linkage compounds with Al linked to an element other than Al, C, H or halogen (this includes Al-cyanide linkage)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/02—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
- C07C45/513—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an etherified hydroxyl group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/58—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in three-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
- C07C45/66—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals
-
- 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
-
- 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
- C07F1/02—Lithium compounds
-
- 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
- C07F1/08—Copper compounds
-
- 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
-
- 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
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Toxicology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Materials Engineering (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyrane Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A method of preparing dl-15-deoxoprostaglandin-E1, comprising: alcoholizing lithium-cyclopentadiene with ethyl 7-bromoheptanoate, oxygenating the resulting alcoholized cyclopentadiene to produce a mixture of hydroxycyclopentenones, chromatographically separating said mixture and recovering 2- (6' -carboethoxyhexyl) -4-hydroxy-cyclopenten-1-one, react said recovered hydroxy ester with an excess of dihydropyran in the presence of an acid catalyst, and recover 2- (6'-carboethoxyhexyl) -2-cyclopentene-4- tetrahydropyranoxy-1-one from the reaction mixture, react said ether with 1-lithium-1-trans-octene in the presence of the tri-n-butylphosphine-copper iodide complex and recover the formed prostanoic acid derivative from the mixture of reaction, eliminate the tetrahydropyranyl group of said derivative and recover by chromatography dl-15-deoxoprostaglandin-E1 ethyl ester, and expose the aforementioned ester to the action of an esterase-producing microorganism and recover dl-15-d esoxo-prostaglandin-E1 from the reaction mixture. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/221,058 US4031129A (en) | 1972-01-26 | 1972-01-26 | 15-Deoxy-PGE1 and method for preparing same |
| US25572872A | 1972-05-22 | 1972-05-22 | |
| US29344272A | 1972-09-29 | 1972-09-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES410962A1 true ES410962A1 (en) | 1977-04-01 |
Family
ID=27396893
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES410962A Expired ES410962A1 (en) | 1972-01-26 | 1973-01-25 | Prostaglandins and method for preparing same |
| ES438595A Expired ES438595A1 (en) | 1972-01-26 | 1975-06-16 | Prostaglandins and method for preparing same |
| ES438594A Expired ES438594A1 (en) | 1972-01-26 | 1975-06-16 | Prostaglandins and method for preparing same |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES438595A Expired ES438595A1 (en) | 1972-01-26 | 1975-06-16 | Prostaglandins and method for preparing same |
| ES438594A Expired ES438594A1 (en) | 1972-01-26 | 1975-06-16 | Prostaglandins and method for preparing same |
Country Status (17)
| Country | Link |
|---|---|
| JP (3) | JPS5333583B2 (en) |
| AR (2) | AR199893A1 (en) |
| AU (1) | AU452896B2 (en) |
| BE (1) | BE794516A (en) |
| BG (3) | BG25206A3 (en) |
| CA (1) | CA1014092A (en) |
| CH (3) | CH580046A5 (en) |
| DD (3) | DD112750A5 (en) |
| DE (2) | DE2365927A1 (en) |
| ES (3) | ES410962A1 (en) |
| FR (3) | FR2181693B1 (en) |
| GB (3) | GB1419181A (en) |
| IE (2) | IE37106B1 (en) |
| IL (5) | IL49286A (en) |
| NL (2) | NL153514B (en) |
| RO (1) | RO71588A (en) |
| SE (3) | SE7600888L (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1018970A (en) * | 1972-10-27 | 1977-10-11 | American Home Products Corporation | 15-substituted prostanoic acids |
| JPS5720305B2 (en) * | 1973-02-28 | 1982-04-27 | ||
| US4029693A (en) * | 1975-01-20 | 1977-06-14 | The Upjohn Company | 2A,2B-Dihomo-11-deoxy-17(substituted phenyl)-18,19,20-trinor-PGE2 compounds and their corresponding esters |
| US4032561A (en) * | 1975-05-27 | 1977-06-28 | The Upjohn Company | 17-Phenyl-18,19,20-trinor-cis-4,5-didehydro-PGF1.sub.α compounds |
| US4016184A (en) * | 1975-09-17 | 1977-04-05 | The Upjohn Company | 9-Deoxy-9,10-didehydro-PGD1 compounds |
| US4365075A (en) * | 1975-09-17 | 1982-12-21 | The Upjohn Company | ω-Aryl-PGD compounds |
| US4029814A (en) * | 1975-12-29 | 1977-06-14 | The Upjohn Company | Phenyl-substituted prostaglandin-e type analogs |
| US4219662A (en) * | 1977-02-28 | 1980-08-26 | The Upjohn Company | 11-Deoxy-17-phenyl-PGE1 analogs |
| AU529883B2 (en) * | 1978-09-04 | 1983-06-23 | Australian National University, The | Substituted cyclopentenones |
-
0
- BE BE794516D patent/BE794516A/en unknown
-
1973
- 1973-01-15 AU AU51081/73A patent/AU452896B2/en not_active Expired
- 1973-01-15 IE IE57/73A patent/IE37106B1/en unknown
- 1973-01-15 CA CA161,270A patent/CA1014092A/en not_active Expired
- 1973-01-15 IE IE599/76A patent/IE37108B1/en unknown
- 1973-01-17 IL IL49286A patent/IL49286A/en unknown
- 1973-01-17 IL IL41305A patent/IL41305A/en unknown
- 1973-01-17 IL IL49285A patent/IL49285A/en unknown
- 1973-01-24 GB GB366073A patent/GB1419181A/en not_active Expired
- 1973-01-24 GB GB4753874A patent/GB1419182A/en not_active Expired
- 1973-01-24 GB GB4753974A patent/GB1419183A/en not_active Expired
- 1973-01-25 NL NL737301094A patent/NL153514B/en unknown
- 1973-01-25 BG BG022528A patent/BG25206A3/en unknown
- 1973-01-25 CH CH270376A patent/CH580046A5/xx not_active IP Right Cessation
- 1973-01-25 ES ES410962A patent/ES410962A1/en not_active Expired
- 1973-01-25 BG BG032229A patent/BG25207A3/en unknown
- 1973-01-25 CH CH105573A patent/CH590834A5/xx not_active IP Right Cessation
- 1973-01-25 JP JP999673A patent/JPS5333583B2/ja not_active Expired
- 1973-01-25 DE DE2365927*A patent/DE2365927A1/en active Pending
- 1973-01-25 CH CH270276A patent/CH578502A5/xx not_active IP Right Cessation
- 1973-01-25 DD DD179628*A patent/DD112750A5/xx unknown
- 1973-01-25 BG BG7300032232A patent/BG25208A3/en unknown
- 1973-01-25 DD DD179629*A patent/DD113214A5/xx unknown
- 1973-01-25 DD DD168453A patent/DD108069A5/xx unknown
- 1973-01-25 AR AR246283A patent/AR199893A1/en active
- 1973-01-25 FR FR7302607A patent/FR2181693B1/fr not_active Expired
- 1973-01-25 RO RO197391055A patent/RO71588A/en unknown
- 1973-01-25 DE DE2365513A patent/DE2365513C3/en not_active Expired
-
1974
- 1974-09-18 AR AR255637A patent/AR200537A1/en active
-
1975
- 1975-01-17 FR FR7501567A patent/FR2257567B1/fr not_active Expired
- 1975-01-17 FR FR7501566A patent/FR2272642B1/fr not_active Expired
- 1975-06-16 ES ES438595A patent/ES438595A1/en not_active Expired
- 1975-06-16 ES ES438594A patent/ES438594A1/en not_active Expired
-
1976
- 1976-01-26 SE SE7600888A patent/SE7600888L/en unknown
- 1976-01-28 SE SE7600889A patent/SE7600889L/en unknown
- 1976-01-28 SE SE7600890A patent/SE7600890L/en unknown
- 1976-03-25 IL IL49286A patent/IL49286A0/en unknown
- 1976-03-25 IL IL49285A patent/IL49285A0/en unknown
- 1976-10-08 JP JP51120458A patent/JPS5253840A/en active Pending
- 1976-10-08 JP JP51120459A patent/JPS5253801A/en active Pending
-
1977
- 1977-07-20 NL NL7708070A patent/NL7708070A/en not_active Application Discontinuation
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES396708A1 (en) | Prostaglandin esters and production thereof | |
| ES410962A1 (en) | Prostaglandins and method for preparing same | |
| ES398217A1 (en) | Cis methyl dihydrojasmonate | |
| JPS5271456A (en) | Synthesis of 1alpha-hydroxysteroid derivatives | |
| ES449893A1 (en) | Process for the preparation of {60 , {62 -ethylenic aldehydes | |
| JPS5227704A (en) | Process for selective hydrogenation of compounds containing acetylenic unsaturated bonds | |
| IE42478L (en) | Pharmaceutical composition | |
| GB1503877A (en) | Process for producing alpha alpha alpha alpha',alpha' pentachloro-ortho-xylene | |
| JPS51125363A (en) | Process for freparation of alkylidenebiscyclohexylamines | |
| ES461326A1 (en) | D-homosteroids | |
| GB1529852A (en) | 8-azaprostaglandins and process for the preparation thereof | |
| ES441003A1 (en) | Oxaprostaglandins | |
| ES422607A1 (en) | Racemic 13beta-ethyl-3-methoxy-8,14-socogona-1,3,5-10,8- tetraen-17beta-ol-14-one and a process for the preparation thereof | |
| ES438725A1 (en) | Prostadienoic acid derivatives | |
| JPS5225709A (en) | Process for preparaion of alpha-substituted acetones | |
| JPS51144790A (en) | Process for preparing l-cysteine derivatives | |
| FR2326184A1 (en) | PROSTAGLANDIN ANALOGUES AND THEIR PREPARATION | |
| KR830001974A (en) | Method for preparing 7α-methyl noletinrone enanthate derivative | |
| ES403067A1 (en) | Procedure for the obtaining of a stereo of 4,4'metilenbis- (3-metoxy-2-naftoico) acid. (Machine-translation by Google Translate, not legally binding) | |
| GB1001380A (en) | Image-receiving material for the production of photographic images by the silver salt diffusion process | |
| ES454348A1 (en) | Prosta-4,13-dienoic acid derivatives | |
| JPS5238089A (en) | Microbial oxidation of steroids | |
| ES453178A1 (en) | A procedure for the preparation of d-homosteroids. (Machine-translation by Google Translate, not legally binding) | |
| ES436012A1 (en) | A procedure for the preparation of alpha acid, 3-dichloro-4-ciclohexilfenilactica. (Machine-translation by Google Translate, not legally binding) | |
| JPS5212990A (en) | Preparation of de-3936 |