GB1433972A - Prostaglandin intermediates - Google Patents
Prostaglandin intermediatesInfo
- Publication number
- GB1433972A GB1433972A GB2590974A GB2590974A GB1433972A GB 1433972 A GB1433972 A GB 1433972A GB 2590974 A GB2590974 A GB 2590974A GB 2590974 A GB2590974 A GB 2590974A GB 1433972 A GB1433972 A GB 1433972A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- replaced
- hydroxyl radical
- atom
- radical
- 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
- 150000003180 prostaglandins Chemical class 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 abstract 2
- -1 sulphonyl group Chemical group 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229940094443 oxytocics prostaglandins Drugs 0.000 abstract 1
- 239000001632 sodium acetate Substances 0.000 abstract 1
- 235000017281 sodium acetate Nutrition 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 125000001424 substituent 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
Abstract
The final substances of the process correspond to the formulae <IMAGE> in which the substituents have the meaning mentioned in Claim 1. The 2S-compound is prepared from the corresponding 2R-compound and the 2R-compound from the corresponding 2S-compound. In this reaction, the H atom in the C-2 hydroxyl radical is replaced by a sulphonyl group and the hydrogen atom in the C-1 hydroxyl radical by an acyl radical. Treatment is then carried out with acetic acid and sodium acetate, mixed monoesters being obtained. Finally, the acyl group is then replaced by hydrogen by hydrolysis. The lactone glycols are useful intermediate compounds for the preparation of pharmacologically active prostaglandins.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US37434873A | 1973-06-28 | 1973-06-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1433972A true GB1433972A (en) | 1976-04-28 |
Family
ID=23476404
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2590974A Expired GB1433972A (en) | 1973-06-28 | 1974-06-11 | Prostaglandin intermediates |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS5933592B2 (en) |
| CH (1) | CH612192A5 (en) |
| DE (1) | DE2429750C2 (en) |
| GB (1) | GB1433972A (en) |
| NL (1) | NL7408592A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59104687U (en) * | 1982-12-28 | 1984-07-14 | 日本コロムビア株式会社 | headphone |
-
1974
- 1974-06-04 JP JP6262374A patent/JPS5933592B2/en not_active Expired
- 1974-06-11 GB GB2590974A patent/GB1433972A/en not_active Expired
- 1974-06-21 DE DE19742429750 patent/DE2429750C2/en not_active Expired
- 1974-06-26 NL NL7408592A patent/NL7408592A/xx not_active Application Discontinuation
- 1974-06-27 CH CH885874A patent/CH612192A5/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5025558A (en) | 1975-03-18 |
| CH612192A5 (en) | 1979-07-13 |
| NL7408592A (en) | 1974-12-31 |
| DE2429750C2 (en) | 1984-08-30 |
| DE2429750A1 (en) | 1975-01-23 |
| JPS5933592B2 (en) | 1984-08-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 704A | Declaration that licence is not available as of right for an excepted use (par. 4a/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |