GB1039441A - 2ª‰-amino-3ª‡-hydroxy-5ª‡-steroids and the preparation thereof - Google Patents
2ª‰-amino-3ª‡-hydroxy-5ª‡-steroids and the preparation thereofInfo
- Publication number
- GB1039441A GB1039441A GB26267/62A GB2626762A GB1039441A GB 1039441 A GB1039441 A GB 1039441A GB 26267/62 A GB26267/62 A GB 26267/62A GB 2626762 A GB2626762 A GB 2626762A GB 1039441 A GB1039441 A GB 1039441A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- pregn
- methyl
- pregnan
- ketal
- 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
- 239000000047 product Substances 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 230000007062 hydrolysis Effects 0.000 abstract 3
- 238000006460 hydrolysis reaction Methods 0.000 abstract 3
- 239000007858 starting material Substances 0.000 abstract 3
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 abstract 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 238000005576 amination reaction Methods 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 238000005907 ketalization reaction Methods 0.000 abstract 2
- WKJOZKNRMYDIMT-YMSSLIEZSA-N (2R,5S,8R,9S,10S,13S,14S,17S)-17-acetyl-2-bromo-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one Chemical compound Br[C@H]1C(C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](C(C)=O)[C@]4(CC[C@@H]3[C@]2(C1)C)C)=O WKJOZKNRMYDIMT-YMSSLIEZSA-N 0.000 abstract 1
- IUJIIZWBDHXZCJ-JHGMSEHPSA-N (5s,8s,9s,10s,13s,14s,17s)-17-acetyl-10,13-dimethyl-1,4,5,6,7,8,9,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-11-one Chemical compound C([C@@H]1CC2)C=CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)C)[C@@]2(C)CC1=O IUJIIZWBDHXZCJ-JHGMSEHPSA-N 0.000 abstract 1
- PERPPAKFLWZECF-QYYVTAPASA-N 5alpha-Pregn-2-en-20-one Chemical compound C([C@@H]1CC2)C=CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)C)[C@@]2(C)CC1 PERPPAKFLWZECF-QYYVTAPASA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 1
- HOPRXXXSABQWAV-UHFFFAOYSA-N anhydrous collidine Natural products CC1=CC=NC(C)=C1C HOPRXXXSABQWAV-UHFFFAOYSA-N 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- UTBIMNXEDGNJFE-UHFFFAOYSA-N collidine Natural products CC1=CC=C(C)C(C)=N1 UTBIMNXEDGNJFE-UHFFFAOYSA-N 0.000 abstract 1
- 238000006735 epoxidation reaction Methods 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 150000004965 peroxy acids Chemical class 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910000033 sodium borohydride Inorganic materials 0.000 abstract 1
- 239000012279 sodium borohydride Substances 0.000 abstract 1
- 150000003431 steroids Chemical class 0.000 abstract 1
- GFYHSKONPJXCDE-UHFFFAOYSA-N sym-collidine Natural products CC1=CN=C(C)C(C)=C1 GFYHSKONPJXCDE-UHFFFAOYSA-N 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL294500D NL294500A (OSRAM) | 1962-07-09 | ||
| BE634701D BE634701A (OSRAM) | 1962-07-09 | ||
| GB26267/62A GB1039441A (en) | 1962-07-09 | 1962-07-09 | 2ª‰-amino-3ª‡-hydroxy-5ª‡-steroids and the preparation thereof |
| US289714A US3225034A (en) | 1962-07-09 | 1963-06-21 | 2beta-amino-steroids |
| CH840863A CH451128A (de) | 1962-07-09 | 1963-07-05 | Verfahren zur Herstellung von 2B-Aminosteroiden |
| FR940897A FR1367071A (fr) | 1962-07-09 | 1963-07-09 | Procédé de préparation de nouveaux 2beta-aminostéroïdes |
| DEO9535A DE1210813B (de) | 1962-07-09 | 1963-07-09 | Verfahren zur Herstellung von 2beta-Amino-steroiden der Androstan- oder Pregnanreihe w. von deren Salzen |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB26267/62A GB1039441A (en) | 1962-07-09 | 1962-07-09 | 2ª‰-amino-3ª‡-hydroxy-5ª‡-steroids and the preparation thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1039441A true GB1039441A (en) | 1966-08-17 |
Family
ID=10240963
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB26267/62A Expired GB1039441A (en) | 1962-07-09 | 1962-07-09 | 2ª‰-amino-3ª‡-hydroxy-5ª‡-steroids and the preparation thereof |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3225034A (OSRAM) |
| BE (1) | BE634701A (OSRAM) |
| CH (1) | CH451128A (OSRAM) |
| DE (1) | DE1210813B (OSRAM) |
| GB (1) | GB1039441A (OSRAM) |
| NL (1) | NL294500A (OSRAM) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3627755A (en) * | 1968-10-29 | 1971-12-14 | Searle & Co | (optionally 17-alkylated) 2{60 , 3{60 -epoxy-androstane-11{62 ,17{62 -diols, 19-nor derivatives corresponding and esters thereof |
| US4013688A (en) * | 1972-12-20 | 1977-03-22 | The Upjohn Company | Radioimmunoassay agents |
| ZA934972B (en) * | 1992-07-22 | 1994-02-01 | Akzo Nv | 21-Chloro-pregnane derivative |
| EP0583811A1 (en) * | 1992-07-22 | 1994-02-23 | Akzo Nobel N.V. | 21-Chloro-pregnane derivative |
| EP0656365B1 (en) * | 1993-12-02 | 1997-04-09 | Akzo Nobel N.V. | Substituted 2beta-morpholinoandrostane derivatives |
| CZ300694A3 (en) * | 1993-12-02 | 1996-05-15 | Akzo Nobel Nv | Substituted 2beta-morpholinandrostane derivatives, process of their preparation, their use for preparing pharmaceutical preparations and pharmaceutical compositions containing thereof |
| AU6189696A (en) * | 1995-06-02 | 1996-12-18 | Akzo Nobel N.V. | Alkyl 2beta-morpholino-androstane derivatives |
| IT1277700B1 (it) * | 1995-12-22 | 1997-11-11 | Poli Ind Chimica Spa | Processo di preparazione di 2-beta, 16-beta-diamino 3-alfa, 17-beta- diacilossi 5-alfaandrostani, bloccanti neuromuscolari a struttura |
| WO2012083161A1 (en) * | 2010-12-17 | 2012-06-21 | Harbor Biosciences, Inc. | Steroid tetrol solid state forms |
-
0
- BE BE634701D patent/BE634701A/xx unknown
- NL NL294500D patent/NL294500A/xx unknown
-
1962
- 1962-07-09 GB GB26267/62A patent/GB1039441A/en not_active Expired
-
1963
- 1963-06-21 US US289714A patent/US3225034A/en not_active Expired - Lifetime
- 1963-07-05 CH CH840863A patent/CH451128A/de unknown
- 1963-07-09 DE DEO9535A patent/DE1210813B/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NL294500A (OSRAM) | |
| DE1210813B (de) | 1966-02-17 |
| US3225034A (en) | 1965-12-21 |
| CH451128A (de) | 1968-05-15 |
| BE634701A (OSRAM) |
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