GB1421553A - Process for the production of prostaglandins - Google Patents
Process for the production of prostaglandinsInfo
- Publication number
- GB1421553A GB1421553A GB1001073A GB1001073A GB1421553A GB 1421553 A GB1421553 A GB 1421553A GB 1001073 A GB1001073 A GB 1001073A GB 1001073 A GB1001073 A GB 1001073A GB 1421553 A GB1421553 A GB 1421553A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- prepared
- formula
- oxo
- reacting
- 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
- 229940094443 oxytocics prostaglandins Drugs 0.000 title abstract 2
- 150000003180 prostaglandins Chemical class 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 8
- ASJANZXGKBBVDY-UHFFFAOYSA-N 1-chlorononan-2-one Chemical compound CCCCCCCC(=O)CCl ASJANZXGKBBVDY-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004494 ethyl ester group Chemical group 0.000 abstract 2
- JQWHASGSAFIOCM-UHFFFAOYSA-M sodium periodate Chemical compound [Na+].[O-]I(=O)(=O)=O JQWHASGSAFIOCM-UHFFFAOYSA-M 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 abstract 1
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- RGXGAQNEWNJTSS-UHFFFAOYSA-N 1-[chloro(triphenyl)-lambda5-phosphanyl]nonan-2-one Chemical compound C1(=CC=CC=C1)P(CC(CCCCCCC)=O)(C1=CC=CC=C1)(C1=CC=CC=C1)Cl RGXGAQNEWNJTSS-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- ODRHWSVTLQIUOF-UHFFFAOYSA-N C1(=CC=CC=C1)C(CCCCCCC(=O)[PH2]=C)(C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound C1(=CC=CC=C1)C(CCCCCCC(=O)[PH2]=C)(C1=CC=CC=C1)C1=CC=CC=C1 ODRHWSVTLQIUOF-UHFFFAOYSA-N 0.000 abstract 1
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 abstract 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 abstract 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229910000334 chromium(II) sulfate Inorganic materials 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910000489 osmium tetroxide Inorganic materials 0.000 abstract 1
- 239000012285 osmium tetroxide Substances 0.000 abstract 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 abstract 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 abstract 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 125000004187 tetrahydropyran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C([H])([H])C1([H])[H] 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
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides
-
- 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
- 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
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5407—Acyclic saturated phosphonium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Molecular Biology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US23579472A | 1972-03-17 | 1972-03-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1421553A true GB1421553A (en) | 1976-01-21 |
Family
ID=22886940
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1001073A Expired GB1421553A (en) | 1972-03-17 | 1973-03-01 | Process for the production of prostaglandins |
| GB5395274A Expired GB1421555A (en) | 1972-03-17 | 1973-03-01 | Process for the stereoselective production of intermediates in the synthesis of pge1 and derivatives |
| GB5395174A Expired GB1421554A (en) | 1972-03-17 | 1973-03-01 | Process for the stereoselective production of intermediates in the synthesis of pgea and derivatives |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5395274A Expired GB1421555A (en) | 1972-03-17 | 1973-03-01 | Process for the stereoselective production of intermediates in the synthesis of pge1 and derivatives |
| GB5395174A Expired GB1421554A (en) | 1972-03-17 | 1973-03-01 | Process for the stereoselective production of intermediates in the synthesis of pgea and derivatives |
Country Status (7)
| Country | Link |
|---|---|
| JP (3) | JPS5710105B2 (https=) |
| CH (3) | CH597179A5 (https=) |
| DE (1) | DE2310556A1 (https=) |
| FR (2) | FR2176768B1 (https=) |
| GB (3) | GB1421553A (https=) |
| HU (2) | HU169931B (https=) |
| NL (1) | NL7303705A (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102101835A (zh) * | 2009-12-16 | 2011-06-22 | 武汉启瑞药业有限公司 | 前列腺素衍生物及其中间体的制备方法 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51100045A (en) * | 1975-02-27 | 1976-09-03 | Sagami Chem Res | 33 horumirushikuropentanonjudotaino seizohoho |
| JPS61116408U (https=) * | 1984-12-28 | 1986-07-23 | ||
| WO1992022560A1 (fr) * | 1991-06-19 | 1992-12-23 | Shionogi Seiyaku Kabushiki Kaisha | Intermediaire optiquement actif et production de celui-ci |
| JP4648340B2 (ja) * | 2006-02-07 | 2011-03-09 | 株式会社アールテック・ウエノ | １５−ケトプロスタグランジンｅ誘導体の製造法 |
-
1973
- 1973-03-01 GB GB1001073A patent/GB1421553A/en not_active Expired
- 1973-03-01 GB GB5395274A patent/GB1421555A/en not_active Expired
- 1973-03-01 GB GB5395174A patent/GB1421554A/en not_active Expired
- 1973-03-02 DE DE19732310556 patent/DE2310556A1/de not_active Withdrawn
- 1973-03-09 HU HUSE1811A patent/HU169931B/hu unknown
- 1973-03-09 CH CH1088976A patent/CH597179A5/xx not_active IP Right Cessation
- 1973-03-09 HU HUSE1812A patent/HU170071B/hu unknown
- 1973-03-09 CH CH361176A patent/CH583698A5/xx not_active IP Right Cessation
- 1973-03-09 CH CH353773A patent/CH579538A5/xx not_active IP Right Cessation
- 1973-03-15 FR FR7309411A patent/FR2176768B1/fr not_active Expired
- 1973-03-16 NL NL7303705A patent/NL7303705A/xx not_active Application Discontinuation
- 1973-03-16 JP JP3079073A patent/JPS5710105B2/ja not_active Expired
- 1973-08-24 FR FR7330818A patent/FR2202074B1/fr not_active Expired
-
1981
- 1981-08-21 JP JP56131427A patent/JPS5781456A/ja active Pending
- 1981-08-21 JP JP56131428A patent/JPS5781457A/ja active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102101835A (zh) * | 2009-12-16 | 2011-06-22 | 武汉启瑞药业有限公司 | 前列腺素衍生物及其中间体的制备方法 |
| CN102101835B (zh) * | 2009-12-16 | 2015-07-22 | 武汉启瑞药业有限公司 | 前列腺素衍生物及其中间体的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1421555A (en) | 1976-01-21 |
| CH597179A5 (https=) | 1978-03-31 |
| FR2176768B1 (https=) | 1978-05-26 |
| FR2202074B1 (https=) | 1977-02-25 |
| JPS4918852A (https=) | 1974-02-19 |
| CH583698A5 (https=) | 1977-01-14 |
| NL7303705A (https=) | 1973-09-19 |
| HU169931B (https=) | 1977-02-28 |
| JPS5781456A (en) | 1982-05-21 |
| HU170071B (https=) | 1977-03-28 |
| DE2310556A1 (de) | 1973-09-27 |
| GB1421554A (en) | 1976-01-21 |
| JPS5710105B2 (https=) | 1982-02-24 |
| CH579538A5 (https=) | 1976-09-15 |
| FR2202074A1 (https=) | 1974-05-03 |
| JPS5781457A (en) | 1982-05-21 |
| FR2176768A1 (https=) | 1973-11-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |