SE7509870L - PROCEDURE FOR PREPARING PGFBETA PROSTAGLANDINS - Google Patents
PROCEDURE FOR PREPARING PGFBETA PROSTAGLANDINSInfo
- Publication number
- SE7509870L SE7509870L SE7509870A SE7509870A SE7509870L SE 7509870 L SE7509870 L SE 7509870L SE 7509870 A SE7509870 A SE 7509870A SE 7509870 A SE7509870 A SE 7509870A SE 7509870 L SE7509870 L SE 7509870L
- Authority
- SE
- Sweden
- Prior art keywords
- group
- cleaved
- beta
- alpha
- denotes
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 229940094443 oxytocics prostaglandins Drugs 0.000 title 1
- 150000003180 prostaglandins Chemical class 0.000 title 1
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000005603 azodicarboxylic group Chemical group 0.000 abstract 1
- 150000007942 carboxylates Chemical group 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052755 nonmetal Inorganic materials 0.000 abstract 1
- 125000003259 prostaglandin group Chemical group 0.000 abstract 1
- 150000004053 quinones Chemical class 0.000 abstract 1
- BPLUKJNHPBNVQL-UHFFFAOYSA-N triphenylarsine Chemical compound C1=CC=CC=C1[As](C=1C=CC=CC=1)C1=CC=CC=C1 BPLUKJNHPBNVQL-UHFFFAOYSA-N 0.000 abstract 1
- HVYVMSPIJIWUNA-UHFFFAOYSA-N triphenylstibine Chemical compound C1=CC=CC=C1[Sb](C=1C=CC=CC=1)C1=CC=CC=C1 HVYVMSPIJIWUNA-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
-
- 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
- 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
- C07C405/0008—Analogues having the carboxyl group in the side-chains replaced by other functional groups
- C07C405/0016—Analogues having the carboxyl group in the side-chains replaced by other functional groups containing only hydroxy, etherified or esterified hydroxy groups
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Furan Compounds (AREA)
Abstract
The process allows a virtually quantitative conversion of the configuration of prostaglandines F alpha into F beta . To this end, the 9 alpha -hydroxyl group is esterified selectively with a carboxylic acid in the presence of a hydrogen acceptor, for example quinones or azodicarboxylic esters, and of a catalyst M<V>Y3 in which M<V> denotes a non-metal of group V and Y denotes an alkyl, dialkylamino or aryl group, for example triphenylphosphine, triphenylarsine or triphenylstibine, and the resulting 9 beta -acyloxy radical and other acyloxy radicals which may be present are hydrolytically cleaved. To ensure specific esterification, ether groups which are present can be cleaved before or after hydrolysis while setting free the hydroxyl groups. The hydrolysis process can be carried out in such a manner that not only the acyloxy radicals but also a terminal carboxylate group are cleaved simultaneously or in succession.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT26994/74A IT1044796B (en) | 1974-09-06 | 1974-09-06 | PGF BETA GANDOLFI |
Publications (1)
Publication Number | Publication Date |
---|---|
SE7509870L true SE7509870L (en) | 1976-03-08 |
Family
ID=11220722
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE7509870A SE7509870L (en) | 1974-09-06 | 1975-09-05 | PROCEDURE FOR PREPARING PGFBETA PROSTAGLANDINS |
Country Status (19)
Country | Link |
---|---|
JP (1) | JPS51125045A (en) |
AT (1) | AT359215B (en) |
BE (1) | BE833030A (en) |
CA (1) | CA1056376A (en) |
CH (1) | CH615908A5 (en) |
CS (2) | CS190498B2 (en) |
DE (1) | DE2539547A1 (en) |
DK (1) | DK143939C (en) |
FI (1) | FI752500A (en) |
FR (2) | FR2313359A1 (en) |
GB (1) | GB1498105A (en) |
HU (1) | HU176654B (en) |
IL (1) | IL48065A0 (en) |
IT (1) | IT1044796B (en) |
NL (1) | NL7510517A (en) |
NO (1) | NO146358C (en) |
SE (1) | SE7509870L (en) |
SU (1) | SU629872A3 (en) |
ZA (1) | ZA755490B (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1053781B (en) * | 1974-09-25 | 1981-10-10 | Erba C S P A Ora Farmitalia | OMEGA NOR CICLOALCIL 13.14 DEIDRO PROSTAGLANDINE |
US4058564A (en) * | 1976-07-26 | 1977-11-15 | The Upjohn Company | Aliphatic 2-decarboxy-2-hydroxymethyl-13,14-didehydro-PG compounds |
US4149006A (en) * | 1977-01-24 | 1979-04-10 | G. D. Searle & Co. | Prostaglandin derivatives having alkynyl, hydroxy and aryloxy junctions in the 2β side chain |
-
1974
- 1974-09-06 HU HU74EA153A patent/HU176654B/en unknown
- 1974-09-06 IT IT26994/74A patent/IT1044796B/en active
-
1975
- 1975-08-07 GB GB33048/75A patent/GB1498105A/en not_active Expired
- 1975-08-27 ZA ZA755490A patent/ZA755490B/en unknown
- 1975-08-28 AT AT665275A patent/AT359215B/en not_active IP Right Cessation
- 1975-09-02 DK DK394175A patent/DK143939C/en active
- 1975-09-03 BE BE159711A patent/BE833030A/en not_active IP Right Cessation
- 1975-09-05 NL NL7510517A patent/NL7510517A/en not_active Application Discontinuation
- 1975-09-05 JP JP50107940A patent/JPS51125045A/en active Pending
- 1975-09-05 FR FR7527360A patent/FR2313359A1/en active Granted
- 1975-09-05 SU SU752167370A patent/SU629872A3/en active
- 1975-09-05 CS CS767640A patent/CS190498B2/en unknown
- 1975-09-05 DE DE19752539547 patent/DE2539547A1/en not_active Withdrawn
- 1975-09-05 NO NO753051A patent/NO146358C/en unknown
- 1975-09-05 IL IL48065A patent/IL48065A0/en unknown
- 1975-09-05 CS CS756059A patent/CS190494B2/en unknown
- 1975-09-05 SE SE7509870A patent/SE7509870L/en unknown
- 1975-09-05 CA CA234,843A patent/CA1056376A/en not_active Expired
- 1975-09-05 FI FI752500A patent/FI752500A/fi not_active Application Discontinuation
- 1975-09-05 CH CH1151475A patent/CH615908A5/en not_active IP Right Cessation
-
1976
- 1976-07-27 FR FR7622884A patent/FR2315915A1/en active Granted
Also Published As
Publication number | Publication date |
---|---|
BE833030A (en) | 1976-03-03 |
FR2315915A1 (en) | 1977-01-28 |
CS190498B2 (en) | 1979-05-31 |
FI752500A (en) | 1976-03-07 |
NO753051L (en) | 1976-03-09 |
AT359215B (en) | 1980-10-27 |
ZA755490B (en) | 1977-04-27 |
CH615908A5 (en) | 1980-02-29 |
NO146358B (en) | 1982-06-07 |
IT1044796B (en) | 1980-04-21 |
HU176654B (en) | 1981-04-28 |
GB1498105A (en) | 1978-01-18 |
FR2313359A1 (en) | 1976-12-31 |
CA1056376A (en) | 1979-06-12 |
FR2315915B1 (en) | 1981-03-20 |
CS190494B2 (en) | 1979-05-31 |
AU8381275A (en) | 1977-02-10 |
NL7510517A (en) | 1976-03-09 |
DK394175A (en) | 1976-03-07 |
DE2539547A1 (en) | 1976-03-18 |
ATA665275A (en) | 1980-03-15 |
JPS51125045A (en) | 1976-11-01 |
IL48065A0 (en) | 1975-11-25 |
DK143939B (en) | 1981-11-02 |
FR2313359B1 (en) | 1980-05-30 |
SU629872A3 (en) | 1978-10-25 |
DK143939C (en) | 1982-04-13 |
NO146358C (en) | 1982-09-15 |
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