MY105302A - Process for dehydrating corticosteroid intermediates. - Google Patents
Process for dehydrating corticosteroid intermediates.Info
- Publication number
- MY105302A MY105302A MYPI90002066A MYPI19902066A MY105302A MY 105302 A MY105302 A MY 105302A MY PI90002066 A MYPI90002066 A MY PI90002066A MY PI19902066 A MYPI19902066 A MY PI19902066A MY 105302 A MY105302 A MY 105302A
- Authority
- MY
- Malaysia
- Prior art keywords
- formula
- corticosteroid
- intermediates
- loweralkyl
- compound
- Prior art date
Links
- 239000003246 corticosteroid Substances 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- QQVDYSUDFZZPSU-UHFFFAOYSA-M chloromethylidene(dimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)=CCl QQVDYSUDFZZPSU-UHFFFAOYSA-M 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of only two carbon atoms, e.g. pregnane derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/0094—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 containing nitrile radicals, including thiocyanide radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J43/006—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton spiro-condensed
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Steroid Compounds (AREA)
- Tires In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
A PROCESS FOR PREPARING OXAZOLINE CORTICOSTEROID INTERMEDIATES OF FORMULA (v)WHEREIN R1 REPRESENTS HYDROGEN (H), LOWERALKYL, PHENYL OR PHENYLALKYL; R4 REPRESENTS H OR LOWERALKYL, PREFERABLY METHYL HAVING EITHER THE OR STEREOCHEMISTRY; AND R9 REPRESENTS HYDROGEN, FLUORO, CHLORO OR LOWERALKYL. THE PROCESS COMPRISES CONTACTING A COMPOUND OF FORMULA (III) HEREIN, WITH (A) VILSMEIER REAGENT, FOLLOWED BY ACID HYDROLYSIS TO YIELD THE COMPOUND OF FORMULA V; OR ALTERNATIVELY(B) AN ACID HAVING PKA OF LESS THAN 5, TO YIELD THE COMPOUND OF FORMULA V.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US44150089A | 1989-11-27 | 1989-11-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MY105302A true MY105302A (en) | 1994-09-30 |
Family
ID=23753123
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MYPI90002066A MY105302A (en) | 1989-11-27 | 1990-11-23 | Process for dehydrating corticosteroid intermediates. |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP0502112A1 (en) |
| JP (1) | JPH05504561A (en) |
| KR (1) | KR927003619A (en) |
| AU (1) | AU636433B2 (en) |
| CA (1) | CA2069645A1 (en) |
| HU (1) | HUT61030A (en) |
| IE (1) | IE904252A1 (en) |
| IL (1) | IL96459A0 (en) |
| MY (1) | MY105302A (en) |
| NZ (1) | NZ236206A (en) |
| PT (1) | PT95988A (en) |
| TW (1) | TW218022B (en) |
| WO (1) | WO1991008218A1 (en) |
| ZA (1) | ZA909444B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108033990A (en) * | 2017-12-29 | 2018-05-15 | 广西万德药业有限公司 | The preparation method of Dexamethasone Intermediate |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4102907A (en) * | 1977-03-07 | 1978-07-25 | The Upjohn Company | Desulfinylation process for preparing androsta-4,9(11)-diene-3,17-dione |
| US4127596A (en) * | 1977-04-11 | 1978-11-28 | The Upjohn Company | Non-aromatic oxygenated strong acid dehydration of 9α-hydroxyandrostenediones |
| FR2493324B1 (en) * | 1980-11-05 | 1983-01-21 | Roussel Uclaf | |
| US4585590A (en) * | 1984-02-03 | 1986-04-29 | The Upjohn Company | Cyanohydrin process |
| NZ222103A (en) * | 1986-10-10 | 1990-08-28 | Gist Brocades Nv | 9-alpha-hydroxy steroids and pharmaceutical preparations containing them |
| PT87687B (en) * | 1987-06-12 | 1992-09-30 | Gist Brocades Nv | PROCESS FOR THE PREPARATION OF 9 (11) -DEHYROID STEROIDS |
| AU618350B2 (en) * | 1988-04-08 | 1991-12-19 | Aventis Pharma S.A. | 9-alpha-hydroxy-17-methylene steroids, process for their preparation and their use in the preparation of corticosteroids |
-
1990
- 1990-11-23 MY MYPI90002066A patent/MY105302A/en unknown
- 1990-11-23 PT PT95988A patent/PT95988A/en not_active Application Discontinuation
- 1990-11-23 IL IL96459A patent/IL96459A0/en unknown
- 1990-11-23 ZA ZA909444A patent/ZA909444B/en unknown
- 1990-11-23 NZ NZ236206A patent/NZ236206A/en unknown
- 1990-11-26 WO PCT/US1990/006754 patent/WO1991008218A1/en not_active Ceased
- 1990-11-26 JP JP3501495A patent/JPH05504561A/en active Pending
- 1990-11-26 TW TW079109973A patent/TW218022B/zh active
- 1990-11-26 HU HU921750A patent/HUT61030A/en unknown
- 1990-11-26 KR KR1019920701227A patent/KR927003619A/en not_active Ceased
- 1990-11-26 IE IE425290A patent/IE904252A1/en unknown
- 1990-11-26 CA CA002069645A patent/CA2069645A1/en not_active Abandoned
- 1990-11-26 AU AU69625/91A patent/AU636433B2/en not_active Ceased
- 1990-11-26 EP EP91901022A patent/EP0502112A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| IE904252A1 (en) | 1991-06-05 |
| HU9201750D0 (en) | 1992-08-28 |
| WO1991008218A1 (en) | 1991-06-13 |
| IL96459A0 (en) | 1991-08-16 |
| AU636433B2 (en) | 1993-04-29 |
| AU6962591A (en) | 1991-06-26 |
| TW218022B (en) | 1993-12-21 |
| CA2069645A1 (en) | 1991-05-28 |
| EP0502112A1 (en) | 1992-09-09 |
| KR927003619A (en) | 1992-12-18 |
| JPH05504561A (en) | 1993-07-15 |
| HUT61030A (en) | 1992-11-30 |
| PT95988A (en) | 1991-09-13 |
| ZA909444B (en) | 1991-08-28 |
| NZ236206A (en) | 1993-03-26 |
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