GB1467351A - Cyclic compounds - Google Patents
Cyclic compoundsInfo
- Publication number
- GB1467351A GB1467351A GB613174A GB613174A GB1467351A GB 1467351 A GB1467351 A GB 1467351A GB 613174 A GB613174 A GB 613174A GB 613174 A GB613174 A GB 613174A GB 1467351 A GB1467351 A GB 1467351A
- Authority
- GB
- United Kingdom
- Prior art keywords
- optically active
- coor
- reacting
- alkali metal
- carboxy group
- 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
- 150000001923 cyclic compounds Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- 229910052783 alkali metal Inorganic materials 0.000 abstract 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 3
- 150000002148 esters Chemical group 0.000 abstract 3
- -1 alkali metal salts Chemical class 0.000 abstract 2
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 abstract 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910000085 borane Inorganic materials 0.000 abstract 1
- 125000002433 cyclopentenyl group Chemical class C1(=CCCC1)* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000004678 hydrides Chemical class 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000000962 organic group Chemical group 0.000 abstract 1
- 150000004967 organic peroxy acids Chemical class 0.000 abstract 1
- 229940094443 oxytocics prostaglandins Drugs 0.000 abstract 1
- 150000003180 prostaglandins Chemical class 0.000 abstract 1
- ZLUSCZLCHQSJRU-UHFFFAOYSA-N thallium(1+) Chemical class [Tl+] ZLUSCZLCHQSJRU-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
-
- 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
Abstract
1467351 Cyclopentene derivatives; organoboron compounds F HOFFMANN-LA ROCHE & CO AG 11 Feb 1974 [12 Feb 1973] 6131/74 Headings C2C and C2B Novel compounds LII in which COOR 3 represents a carboxy group or an ester protecting group convertible into a carboxy group by hydrolysis and optically active antipodes, racemates and alkali metal salts thereof, are prepared by reacting an alkali metal or thallium (I) salt of cyclopentadiene with a compound of formula X-CH 2 -COOR 1 in which X is halogen and COOR 1 is an ester protecting group convertible into a carboxy group by hydrolysis, to form a compound VI reacting this with an optically active organoboron hydride in the presence of an inert organic solvent to produce an optically active borane of Formula VIIIA or its optically active isomer, in which R 5 is an optically active organo moiety, x is 1 or 2, y is 0 or 1 and x+y is 2, and reacting this with an alkali metal hydroperoxide or an organic peracid in the presence of an organic solvent, followed, if desired by hydrolysing the ester obtained to the free acid. The compounds of the invention are useful as intermediates in the production of prostaglandins.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33193173A | 1973-02-12 | 1973-02-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1467351A true GB1467351A (en) | 1977-03-16 |
Family
ID=23295967
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4272976A Expired GB1467353A (en) | 1973-02-12 | 1974-02-11 | Optically active cyclopentanes |
| GB4272876A Expired GB1467352A (en) | 1973-02-12 | 1974-02-11 | Optically active cyclopentenes |
| GB613174A Expired GB1467351A (en) | 1973-02-12 | 1974-02-11 | Cyclic compounds |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4272976A Expired GB1467353A (en) | 1973-02-12 | 1974-02-11 | Optically active cyclopentanes |
| GB4272876A Expired GB1467352A (en) | 1973-02-12 | 1974-02-11 | Optically active cyclopentenes |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS49110651A (en) |
| AT (1) | AT338230B (en) |
| BE (1) | BE810828A (en) |
| CH (3) | CH595303A5 (en) |
| DE (1) | DE2405374A1 (en) |
| FR (3) | FR2278672A1 (en) |
| GB (3) | GB1467353A (en) |
| NL (1) | NL7401893A (en) |
-
1974
- 1974-02-01 CH CH777377A patent/CH595303A5/xx not_active IP Right Cessation
- 1974-02-01 CH CH777477A patent/CH595304A5/xx not_active IP Right Cessation
- 1974-02-01 CH CH142874A patent/CH602555A5/xx not_active IP Right Cessation
- 1974-02-05 DE DE19742405374 patent/DE2405374A1/en active Pending
- 1974-02-08 JP JP49015550A patent/JPS49110651A/ja active Pending
- 1974-02-11 GB GB4272976A patent/GB1467353A/en not_active Expired
- 1974-02-11 GB GB4272876A patent/GB1467352A/en not_active Expired
- 1974-02-11 GB GB613174A patent/GB1467351A/en not_active Expired
- 1974-02-11 AT AT106774A patent/AT338230B/en not_active IP Right Cessation
- 1974-02-11 BE BE140735A patent/BE810828A/en unknown
- 1974-02-12 FR FR7404610A patent/FR2278672A1/en active Granted
- 1974-02-12 NL NL7401893A patent/NL7401893A/xx not_active Application Discontinuation
-
1975
- 1975-09-02 FR FR7526843A patent/FR2283115A1/en active Granted
- 1975-09-02 FR FR7526842A patent/FR2269514B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2269514B1 (en) | 1978-04-07 |
| FR2278672B1 (en) | 1977-09-30 |
| FR2278672A1 (en) | 1976-02-13 |
| FR2269514A1 (en) | 1975-11-28 |
| FR2283115A1 (en) | 1976-03-26 |
| ATA106774A (en) | 1976-12-15 |
| GB1467352A (en) | 1977-03-16 |
| CH595303A5 (en) | 1978-02-15 |
| NL7401893A (en) | 1974-08-14 |
| BE810828A (en) | 1974-08-12 |
| FR2283115B1 (en) | 1978-04-07 |
| CH602555A5 (en) | 1978-07-31 |
| DE2405374A1 (en) | 1974-08-15 |
| AT338230B (en) | 1977-08-10 |
| GB1467353A (en) | 1977-03-16 |
| CH595304A5 (en) | 1978-02-15 |
| JPS49110651A (en) | 1974-10-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |