GB1446344A - Bis-tetrahydropyranyl-ethers - Google Patents
Bis-tetrahydropyranyl-ethersInfo
- Publication number
- GB1446344A GB1446344A GB1444976A GB1444976A GB1446344A GB 1446344 A GB1446344 A GB 1446344A GB 1444976 A GB1444976 A GB 1444976A GB 1444976 A GB1444976 A GB 1444976A GB 1446344 A GB1446344 A GB 1446344A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compounds
- thp
- double bond
- previously defined
- 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
- HUHXLHLWASNVDB-UHFFFAOYSA-N 2-(oxan-2-yloxy)oxane Chemical class O1CCCCC1OC1OCCCC1 HUHXLHLWASNVDB-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 13
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- -1 α- or #-naphthyl Chemical group 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- 125000005809 3,4,5-trimethoxyphenyl group Chemical group [H]C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 abstract 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 150000003180 prostaglandins Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
- C07F9/655345—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a five-membered ring
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B63—SHIPS OR OTHER WATERBORNE VESSELS; RELATED EQUIPMENT
- B63B—SHIPS OR OTHER WATERBORNE VESSELS; EQUIPMENT FOR SHIPPING
- B63B2211/00—Applications
- B63B2211/02—Oceanography
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1446344 Prostaglandin derivatives PFIZER Inc 13 July 1973 [13 July 1972] 14449/76 Divided out of 1446341 Heading C2C The invention comprises novel compounds (I), wherein Ar is α- or #-furyl, α- or # thienyl, α- or #-naphthyl, 3,4-methylenedioxyphenyl, 3,4,5- trimethoxyphenyl, or biphenylyl, n is an integer from 1 to 5, with the proviso that when Ar is substituted phenyl, biphenylyl or naphthyl, n is 1, R is hydrogen or alkyl containing 1 to 4 carbon atoms, THP is 2-tetrahydropyranyl, W is a single bond or a cis double bond, and Z is a single bond or trans double bond. Compounds of Formula (I) are prepared by (a) reacting compounds of the Formula (IV) with an ylide of the formula to afford compounds of Formula (I) wherein Ar, R, n, THP and Z are as previously defined and W is a cis double bond, and, when required, subsequently hydrogenating the compound thus formed to afford compounds of Formula (I) wherein Ar, R, n, THP and Z are as previously defined and W is a single bond; (b) hydrogenating compounds of Formula (I), wherein Ar, n, R and THP are as previously defined, W is a cis double bond and Z is a trans double bond, to form compounds of Formula (I) wherein Ar, n, R and THP are as previously defined and W and Z are single bonds; (c) selectively hydrogenating compounds of Formula (I), wherein Ar, n, R and THP are as previously defined, W is a cis double bond and Z is a trans double bond, to form compounds of Formula (I) wherein Ar, n, R and THP are as previously defined, W is a single bond and Z is a trans double bond. Compounds (II) are prepared by reacting (I) with chromic acid in aqueous H 2 SO 4 and acetone. Compounds of Formula (III) are prepared by hydrolysing compounds of the Formula (V) wherein Ar, n, R and THP are as previously defined, R<SP>1</SP> is alkyl containing 1 to 4 carbon atoms, R<SP>11</SP> is alkyl containing 1 to 4 carbon atoms, aralkyl of from 7 to 9 carbon atoms, phenyl or substituted phenyl wherein the substituent is a halogen atom or alkyl containing 1 to 4 carbon atoms, alkoxyl containing 1 to 4 carbon atoms, trifluoromethyl or phenyl with a base.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27122072A | 1972-07-13 | 1972-07-13 | |
| GB3121773A GB1446341A (en) | 1972-07-13 | 1973-07-13 | 15-substituted-omega-pentanorprostaglandins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1446344A true GB1446344A (en) | 1976-08-18 |
Family
ID=26260791
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1444976A Expired GB1446344A (en) | 1972-07-13 | 1973-07-13 | Bis-tetrahydropyranyl-ethers |
| GB1355676A Expired GB1446342A (en) | 1972-07-13 | 1973-07-13 | Substituted alkyl phosphonate diesters |
| GB1420176A Expired GB1446343A (en) | 1972-07-13 | 1973-07-13 | Cyclopenta-6-furan derivatives |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1355676A Expired GB1446342A (en) | 1972-07-13 | 1973-07-13 | Substituted alkyl phosphonate diesters |
| GB1420176A Expired GB1446343A (en) | 1972-07-13 | 1973-07-13 | Cyclopenta-6-furan derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (3) | GB1446344A (en) |
-
1973
- 1973-07-13 GB GB1444976A patent/GB1446344A/en not_active Expired
- 1973-07-13 GB GB1355676A patent/GB1446342A/en not_active Expired
- 1973-07-13 GB GB1420176A patent/GB1446343A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1446342A (en) | 1976-08-18 |
| GB1446343A (en) | 1976-08-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |