GB1396207A - Prostaglandin intermediates and the preparation thereof - Google Patents
Prostaglandin intermediates and the preparation thereofInfo
- Publication number
- GB1396207A GB1396207A GB3200874A GB3200874A GB1396207A GB 1396207 A GB1396207 A GB 1396207A GB 3200874 A GB3200874 A GB 3200874A GB 3200874 A GB3200874 A GB 3200874A GB 1396207 A GB1396207 A GB 1396207A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyclopenta
- furan
- methyl
- dimethyl
- hexahydro
- 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
- 239000000543 intermediate Substances 0.000 title 1
- 150000003180 prostaglandins Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- -1 2-tetrahydropyranyl Chemical group 0.000 abstract 2
- XSDLSEOIVCVTQZ-UHFFFAOYSA-N 2h-cyclopenta[b]furan Chemical class C1=CC2=CCOC2=C1 XSDLSEOIVCVTQZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- IFDDCHNVOYMLOZ-UHFFFAOYSA-N methyl 2,2-difluorohexanoate Chemical compound CCCCC(F)(F)C(=O)OC IFDDCHNVOYMLOZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- LREJKJPHFFLAJS-UHFFFAOYSA-N (3,3-difluoro-7-methyl-2-oxooctyl)phosphonic acid Chemical compound CC(C)CCCC(F)(F)C(=O)CP(O)(O)=O LREJKJPHFFLAJS-UHFFFAOYSA-N 0.000 abstract 1
- QYJLUTQKTWUJSV-UHFFFAOYSA-N 1-dimethoxyphosphoryl-3,3-difluoro-4-methyloctan-2-one Chemical compound CCCCC(C)C(F)(F)C(=O)CP(=O)(OC)OC QYJLUTQKTWUJSV-UHFFFAOYSA-N 0.000 abstract 1
- 229910015275 MoF 6 Inorganic materials 0.000 abstract 1
- NATSFYGKNVGRJG-UHFFFAOYSA-N O=C(CP(OC)(OC)=O)C(CC)F.O=C(CP(OC)(OC)=O)C(CCCC)F Chemical compound O=C(CP(OC)(OC)=O)C(CC)F.O=C(CP(OC)(OC)=O)C(CCCC)F NATSFYGKNVGRJG-UHFFFAOYSA-N 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 238000006480 benzoylation reaction Methods 0.000 abstract 1
- 230000017858 demethylation Effects 0.000 abstract 1
- 238000010520 demethylation reaction Methods 0.000 abstract 1
- VONWDASPFIQPDY-UHFFFAOYSA-N dimethyl methylphosphonate Chemical compound COP(C)(=O)OC VONWDASPFIQPDY-UHFFFAOYSA-N 0.000 abstract 1
- DXIGKFSVJGQXDJ-UHFFFAOYSA-N ethyl 2-fluorohexanoate Chemical compound CCCCC(F)C(=O)OCC DXIGKFSVJGQXDJ-UHFFFAOYSA-N 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- CWTOOINVLHAYAQ-UHFFFAOYSA-N methyl 2,2-difluoro-3-methylheptanoate Chemical compound CCCCC(C)C(F)(F)C(=O)OC CWTOOINVLHAYAQ-UHFFFAOYSA-N 0.000 abstract 1
- NKAYWKXPXYGZBR-UHFFFAOYSA-N methyl 2-fluorobutanoate Chemical compound CCC(F)C(=O)OC NKAYWKXPXYGZBR-UHFFFAOYSA-N 0.000 abstract 1
- GJIQBFATAJWGCL-UHFFFAOYSA-N methyl 2-oxohexanoate Chemical compound CCCCC(=O)C(=O)OC GJIQBFATAJWGCL-UHFFFAOYSA-N 0.000 abstract 1
- 125000001038 naphthoyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 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
-
- 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
- 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
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24801372A | 1972-04-27 | 1972-04-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1396207A true GB1396207A (en) | 1975-06-04 |
Family
ID=22937288
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3200874A Expired GB1396207A (en) | 1972-04-27 | 1973-03-30 | Prostaglandin intermediates and the preparation thereof |
| GB1542473A Expired GB1396206A (en) | 1972-04-27 | 1973-03-30 | Prostaglandins and the preparation thereof |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1542473A Expired GB1396206A (en) | 1972-04-27 | 1973-03-30 | Prostaglandins and the preparation thereof |
Country Status (8)
| Country | Link |
|---|---|
| JP (2) | JPS5939426B2 (xx) |
| BE (1) | BE798829A (xx) |
| CH (1) | CH585198A5 (xx) |
| FR (1) | FR2183041B1 (xx) |
| GB (2) | GB1396207A (xx) |
| HU (1) | HU168570B (xx) |
| NL (1) | NL7305817A (xx) |
| ZA (1) | ZA732244B (xx) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4052446A (en) * | 1973-08-06 | 1977-10-04 | Hoffmann-La Roche Inc. | 11,16-substituted prostaglandins |
| US4017534A (en) * | 1974-06-03 | 1977-04-12 | American Cyanamid Company | 16-Fluoro-11-deoxy-13-dihydro-prostaglandin |
| JPS52145350A (en) * | 1976-05-31 | 1977-12-03 | Hitachi Ltd | Complete fillet welding of tee joint having vvshaped groove |
| JPS5524138A (en) * | 1978-08-11 | 1980-02-21 | Toray Ind Inc | Optically active synthetic intermediate and its preparation |
| JPS6072860A (ja) * | 1983-09-07 | 1985-04-24 | インデイアナ ユニバーシテイ フアウンデーシヨン | １２，１６‐ジフルオロプロスタグランジンｆ↓２‖化合物 |
| GB8324004D0 (en) * | 1983-09-07 | 1983-10-12 | Erba Farmitalia | 16-fluoro-16 17-didehydro prostanoids |
| NZ529406A (en) * | 2001-05-18 | 2005-09-30 | Sucampo Ag | Halogenated prostaglandin derivatives for treating constipation and cleansing the gastrointestinal tract |
| CN110218776A (zh) * | 2019-06-14 | 2019-09-10 | 苏州叠代生物科技有限公司 | Pcr油相组合物及其制备方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL32552A (en) * | 1968-07-29 | 1975-07-28 | Upjohn Co | Prostaglandin analogs |
| BR6915068D0 (pt) * | 1969-03-14 | 1973-05-24 | Upjohn Co | Processo de producao de derivados racemicos de prostaglandina |
-
1973
- 1973-03-30 GB GB3200874A patent/GB1396207A/en not_active Expired
- 1973-03-30 GB GB1542473A patent/GB1396206A/en not_active Expired
- 1973-04-02 ZA ZA732244A patent/ZA732244B/xx unknown
- 1973-04-09 JP JP48039666A patent/JPS5939426B2/ja not_active Expired
- 1973-04-10 CH CH513473A patent/CH585198A5/xx not_active IP Right Cessation
- 1973-04-26 FR FR7315207A patent/FR2183041B1/fr not_active Expired
- 1973-04-26 NL NL7305817A patent/NL7305817A/xx not_active Application Discontinuation
- 1973-04-27 BE BE130507A patent/BE798829A/xx not_active IP Right Cessation
- 1973-04-27 HU HUUO90A patent/HU168570B/hu unknown
-
1983
- 1983-10-25 JP JP58198427A patent/JPS5938235B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE798829A (fr) | 1973-10-29 |
| HU168570B (xx) | 1976-05-28 |
| NL7305817A (xx) | 1973-10-30 |
| JPS5939426B2 (ja) | 1984-09-22 |
| ZA732244B (en) | 1974-03-27 |
| FR2183041A1 (xx) | 1973-12-14 |
| CH585198A5 (xx) | 1977-02-28 |
| JPS4914458A (xx) | 1974-02-07 |
| JPS5993070A (ja) | 1984-05-29 |
| GB1396206A (en) | 1975-06-04 |
| JPS5938235B2 (ja) | 1984-09-14 |
| FR2183041B1 (xx) | 1977-11-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |