BE413977A - - Google Patents
Info
- Publication number
- BE413977A BE413977A BE413977DA BE413977A BE 413977 A BE413977 A BE 413977A BE 413977D A BE413977D A BE 413977DA BE 413977 A BE413977 A BE 413977A
- Authority
- BE
- Belgium
- Prior art keywords
- group
- starting material
- process according
- compound
- denotes
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims description 24
- 239000007858 starting material Substances 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 18
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 229940088597 hormone Drugs 0.000 claims description 9
- 239000005556 hormone Substances 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- 210000004907 gland Anatomy 0.000 claims description 4
- 230000007062 hydrolysis Effects 0.000 claims description 4
- 238000006460 hydrolysis reaction Methods 0.000 claims description 4
- -1 hydrocarbon radical Chemical class 0.000 claims description 3
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims 2
- 230000021736 acetylation Effects 0.000 claims 1
- 238000006640 acetylation reaction Methods 0.000 claims 1
- 238000006480 benzoylation reaction Methods 0.000 claims 1
- 230000000694 effects Effects 0.000 description 7
- 210000001625 seminal vesicle Anatomy 0.000 description 7
- 201000010653 vesiculitis Diseases 0.000 description 7
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 230000010933 acylation Effects 0.000 description 5
- 238000005917 acylation reaction Methods 0.000 description 5
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000003855 acyl compounds Chemical class 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- FMGSKLZLMKYGDP-USOAJAOKSA-N dehydroepiandrosterone Chemical compound C1[C@@H](O)CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CC=C21 FMGSKLZLMKYGDP-USOAJAOKSA-N 0.000 description 3
- 229960002847 prasterone Drugs 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000647 testicular hormone Substances 0.000 description 2
- LXZWXPGWUANUDM-FKOQLDOJSA-N (5S,8R,9S,10S,13S,14S,17S)-13-ethyl-10-methyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol Chemical compound CC[C@@]12[C@@H](O)CC[C@H]1[C@@H]1CC[C@H]3CC(O)CC[C@]3(C)[C@H]1CC2 LXZWXPGWUANUDM-FKOQLDOJSA-N 0.000 description 1
- NOGFHTGYPKWWRX-UHFFFAOYSA-N 2,2,6,6-tetramethyloxan-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)O1 NOGFHTGYPKWWRX-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000065675 Cyclops Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 238000003436 Schotten-Baumann reaction Methods 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004791 alkyl magnesium halides Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000003325 follicular Effects 0.000 description 1
- 230000000762 glandular Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE413977A true BE413977A (enrdf_load_html_response) |
Family
ID=77402
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE413977D BE413977A (enrdf_load_html_response) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE413977A (enrdf_load_html_response) |
-
0
- BE BE413977D patent/BE413977A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| FR2621316A1 (fr) | Nouveaux esters d'acide androstane 17-carboxylique, procede pour leur preparation, et medicament les contenant | |
| CH630646A5 (fr) | Derives steroides 11 beta-substitues 1,3,5(10)-trieniques, procede de preparation et compositions pharmaceutiques. | |
| BE413977A (enrdf_load_html_response) | ||
| DE3405663A1 (de) | Verfahren zur herstellung von scyllo-inosit | |
| EP0101383B1 (fr) | Dérivés d'amino-14 stéroides, application en thérapeutique, et procédé de préparation | |
| FR2510558A1 (fr) | Derives nouveaux d'acide chenodesoxycholique | |
| CH655120A5 (fr) | Steroides esterifies en la position 17 et thioesterifies en la position 21, leur procede de preparation et medicament les contenant. | |
| CA1140155A (fr) | PROCEDE DE PREPARATION D'UN NOUVEAU DERIVE DU 1.alpha.,25-DIHYDROXY CHOLECALCIFEROL | |
| EP0025870B1 (de) | Cyclopentadecen-8-on-1, Verfahren zu seiner Herstellung und seine Verwendung als Riechstoff | |
| Boese Jr et al. | An investigation of certain derivatives of alkyl γ-oxalylcrotonates | |
| EP0025869A1 (de) | 3-Methyl-cyclohexadecen-5-on-1, Verfahren zu seiner Herstellung und seine Verwendung als Riechstoff | |
| EP0185872B1 (de) | 1-Phenyl-2-methyl-3-hydroxy-(3-acyloxy)-alkylverbindungen, und deren Verwendung als Riechstoffe | |
| CH327513A (fr) | Procédé de préparation d'un dérivé du prégnane | |
| FR2477874A1 (fr) | Composition de parfum a base de tricyclo (5.2.1.0.2,6) decane-2-carboxylate de methyle et son procede de preparation | |
| CH450401A (fr) | Procédé de préparation de nouveaux dérivés colchiciques | |
| DE60119291T2 (de) | Hochreine Cyclopentanonderivate, Herstellungsverfahren dafür und Parfümzusammensetzung | |
| EP0025383A1 (fr) | Nouveaux dérivés substitués du cyclopropène, leur préparation et leur application dans la synthèse de précurseurs de l'acide dl cis chrysanthémique | |
| DE1618897C (de) | Verfahren zur Herstellung von 6 Keto 14 alpha hydroxy Delta hoch 7 sterol den | |
| JPS5832830A (ja) | シクロプロペノイド化合物誘導体の製造方法 | |
| CH299369A (fr) | Procédé de préparation d'un nouveau produit à odeur ambrée. | |
| BE456568A (enrdf_load_html_response) | ||
| BE408846A (enrdf_load_html_response) | ||
| DE2162801A1 (de) | Butyronitrilderivate | |
| BE623605A (enrdf_load_html_response) | ||
| BE666612A (enrdf_load_html_response) |