GB1524574A - Process for the manufacture of prostaglandins - Google Patents
Process for the manufacture of prostaglandinsInfo
- Publication number
- GB1524574A GB1524574A GB3192875A GB3192875A GB1524574A GB 1524574 A GB1524574 A GB 1524574A GB 3192875 A GB3192875 A GB 3192875A GB 3192875 A GB3192875 A GB 3192875A GB 1524574 A GB1524574 A GB 1524574A
- Authority
- GB
- United Kingdom
- Prior art keywords
- 3alpha
- 6alpha
- 5alpha
- cyclopenta
- enyl
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 229940094443 oxytocics prostaglandins Drugs 0.000 title 1
- KXGVEGMKQFWNSR-LLQZFEROSA-N deoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 KXGVEGMKQFWNSR-LLQZFEROSA-N 0.000 abstract 7
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 abstract 4
- -1 3 - Chlorophenoxy Chemical group 0.000 abstract 3
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 abstract 2
- 239000005051 trimethylchlorosilane Substances 0.000 abstract 2
- 239000002243 precursor Substances 0.000 abstract 1
- 239000000126 substance Substances 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)
Abstract
1524574 Silylated prostaglandin precursors IMPERIAL CHEMICAL INDUSTRIES Ltd 22 June 1976 [30 July 1975] 31928/75 Heading C3S [Also in Division C2] 4# - [4 - (3 - Chlorophenoxy) - 3alpha - hydroxybuttrans - 1 - enyl] - 3,3alpha#,4,5,6,6alpha# - hexahydro- 5alpha - trimethylsilyloxy - 2H - cyclopenta[b]- furan-2-ol is prepared by reducing 4#-[4-(3- chlorophenoxy) - 3alpha - hydroxybut - trans - 1 - enyl] - 3,3alpha#,4,5,5,6alpha# - hexahydro - 5alpha - trimethylsilyloxy - 2H - cyclopenta[b]furan - 2 - one, obtained by reducing 4#-[4-(3-chlorophenoxy-3-oxobut - trans 1 - enyl] - 3,3alpha#,4,- 5,6,6alpha# - hexahydro - 5alpha - trimethylsilyloxy- 2H - cyclopenta[b]furan - 2 - one, which is made by reacting 4# - [4 - (3 - chloropophenoxy)- 3 - oxobut - trans 1 - enyl] - 3,3alpha#, 4,5,6,6alpha#- hexahydro - 5alpha - hydroxy - 2H - cyclopenta[b]- furan-2-one with hexamethyldisilazone and trimethylchlorosilane. 4# - (4 - (3 - Chlorophenoxy) - 3alpha - trimethylsilyloxybut - trans - 1 - enyl] - 3,3alpha#,4,5,6,6alpha#- hexahydro - 5alpha - trimethyl - silyloxy - 2H - cyclopenta[b]furan - 2 - ol is prepared by reducing 4# - [4 - (3 - chlorophenoxy) - 3alpha - trimethylsilyloxybut - trans - 1 - enyl] - 3,3alpha#,4,5,- 6,6alpha# - hexahydro - 5alpha - trimethylsilyloxy - 2H- cyclopenta[b]furan - 2 - one, resulting from the reaction between 4# - [4 - (3 - chlorophenoxy- 3alpha - hydroxybut - trans 1 - enyl] - 3,3alpha#,4,5,- 6,6alpha# - hexahydro - 5alpha - hydroxy - 2H - cyclopenta[b]furan - 2 - one, hexamethyldisilazane and trimethylchlorosilane. Reference has been directed by the Comptroller to Specifications 1,040,544, 1,285,372, 1,350,971, 1,372,541, 1,392,991, 1,398,838, 1,409,841 and 1,428,137.
Priority Applications (21)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3192875A GB1524574A (en) | 1975-07-30 | 1975-07-30 | Process for the manufacture of prostaglandins |
IN1153/CAL/76A IN143632B (en) | 1975-07-30 | 1976-06-29 | |
PT65303A PT65303B (en) | 1975-07-30 | 1976-07-01 | Chemical process |
AU15481/76A AU509048B2 (en) | 1975-07-30 | 1976-07-01 | Manufacture off-type Prostaglandins and Analogues |
CA256,385A CA1089452A (en) | 1975-07-30 | 1976-07-06 | Process for the manufacture of prostaglandins of the f series |
DK322976A DK322976A (en) | 1975-07-30 | 1976-07-16 | PROCEDURE FOR THE PRODUCTION OF PROSTAGLANDINS OR PROSTAGLAND-LIKE COMPOUNDS |
CS477576A CS190545B2 (en) | 1975-07-30 | 1976-07-19 | Method of producing derivatives of prostaglandin |
FI762096A FI762096A (en) | 1975-07-30 | 1976-07-21 | |
DE19762633559 DE2633559A1 (en) | 1975-07-30 | 1976-07-26 | METHOD OF MANUFACTURING PROSTAGLANDINES |
AT554076A AT356300B (en) | 1975-07-30 | 1976-07-28 | METHOD FOR PRODUCING PROSTAGLANDINES |
EG76462A EG12287A (en) | 1975-07-30 | 1976-07-28 | Process for preparing of prostaglandins |
SE7608567A SE7608567L (en) | 1975-07-30 | 1976-07-29 | PROCEDURE FOR PRODUCTION OF PROSTAGLANDINS |
YU01874/76A YU187476A (en) | 1975-07-30 | 1976-07-29 | Process for preparing prostaglandine derivatives |
FR7623197A FR2319630A1 (en) | 1975-07-30 | 1976-07-29 | PROCESS FOR PREPARING A PROSTAG |
CH972376A CH621774A5 (en) | 1975-07-30 | 1976-07-29 | Process for the preparation of prostaglandins. |
DD194122A DD127111A5 (en) | 1975-07-30 | 1976-07-29 | |
NO762641A NO146908C (en) | 1975-07-30 | 1976-07-29 | PROCEDURE FOR THE PREPARATION OF PROSTAGLANDIN F2ALFA AND ANALOGS THEREOF. |
PH18732A PH14977A (en) | 1975-07-30 | 1976-07-29 | An improved process for preparing prostaglandin f 2 alpha and analogues thereof |
HU76IE751A HU175101B (en) | 1975-07-30 | 1976-07-30 | Process for preparing prostaglandins and prostaglandin-like compounds |
ES450311A ES450311A1 (en) | 1975-07-30 | 1976-07-30 | Process for the manufacture of prostaglandins |
JP51091187A JPS5227749A (en) | 1975-07-30 | 1976-07-30 | Process for manufacture of prostaglandins or prostaglandinnanalog compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3192875A GB1524574A (en) | 1975-07-30 | 1975-07-30 | Process for the manufacture of prostaglandins |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1524574A true GB1524574A (en) | 1978-09-13 |
Family
ID=10330488
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3192875A Expired GB1524574A (en) | 1975-07-30 | 1975-07-30 | Process for the manufacture of prostaglandins |
Country Status (5)
Country | Link |
---|---|
CS (1) | CS190545B2 (en) |
ES (1) | ES450311A1 (en) |
GB (1) | GB1524574A (en) |
HU (1) | HU175101B (en) |
PH (1) | PH14977A (en) |
-
1975
- 1975-07-30 GB GB3192875A patent/GB1524574A/en not_active Expired
-
1976
- 1976-07-19 CS CS477576A patent/CS190545B2/en unknown
- 1976-07-29 PH PH18732A patent/PH14977A/en unknown
- 1976-07-30 HU HU76IE751A patent/HU175101B/en unknown
- 1976-07-30 ES ES450311A patent/ES450311A1/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
PH14977A (en) | 1982-02-26 |
CS190545B2 (en) | 1979-05-31 |
HU175101B (en) | 1980-05-28 |
ES450311A1 (en) | 1977-11-16 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |