IL38952A - Process for preparing 17alpha-ethynylestriols - Google Patents
Process for preparing 17alpha-ethynylestriolsInfo
- Publication number
- IL38952A IL38952A IL38952A IL3895272A IL38952A IL 38952 A IL38952 A IL 38952A IL 38952 A IL38952 A IL 38952A IL 3895272 A IL3895272 A IL 3895272A IL 38952 A IL38952 A IL 38952A
- Authority
- IL
- Israel
- Prior art keywords
- formula
- isomer
- acetonide
- reacting
- yield
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
- 238000000034 method Methods 0.000 claims 5
- QWOJMRHUQHTCJG-UHFFFAOYSA-N CC([CH2-])=O Chemical compound CC([CH2-])=O QWOJMRHUQHTCJG-UHFFFAOYSA-N 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 3
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 3
- -1 cycloalkyl halide Chemical class 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 239000012535 impurity Substances 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims 2
- PROQIPRRNZUXQM-UHFFFAOYSA-N (16alpha,17betaOH)-Estra-1,3,5(10)-triene-3,16,17-triol Natural products OC1=CC=C2C3CCC(C)(C(C(O)C4)O)C4C3CCC2=C1 PROQIPRRNZUXQM-UHFFFAOYSA-N 0.000 claims 1
- VSODIPLKPBLGCC-NADOGSGZSA-N (8r,9s,13s,14s,16r,17r)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthrene-3,16,17-triol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@]([C@H](O)C4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VSODIPLKPBLGCC-NADOGSGZSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- BRTFVKHPEHKBQF-UHFFFAOYSA-N bromocyclopentane Chemical compound BrC1CCCC1 BRTFVKHPEHKBQF-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000004587 chromatography analysis Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- BOTLEXFFFSMRLQ-UHFFFAOYSA-N cyclopentyloxycyclopentane Chemical compound C1CCCC1OC1CCCC1 BOTLEXFFFSMRLQ-UHFFFAOYSA-N 0.000 claims 1
- 229960001348 estriol Drugs 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 150000003475 thallium Chemical class 0.000 claims 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
- A61K31/567—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in position 17 alpha, e.g. mestranol, norethandrolone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12769071A | 1971-03-24 | 1971-03-24 | |
| US127771A US3697558A (en) | 1971-03-24 | Preparation of 17alpha-ethynylestriol | |
| US00134420A US3813419A (en) | 1971-03-24 | 1971-04-15 | Preparation of phenolic ethers |
| US13667171A | 1971-04-23 | 1971-04-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL38952A0 IL38952A0 (en) | 1972-05-30 |
| IL38952A true IL38952A (en) | 1976-04-30 |
Family
ID=27494695
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL38952A IL38952A (en) | 1971-03-24 | 1972-03-10 | Process for preparing 17alpha-ethynylestriols |
Country Status (14)
| Country | Link |
|---|---|
| AU (1) | AU461293B2 (OSRAM) |
| BE (1) | BE781099A (OSRAM) |
| CA (1) | CA973871A (OSRAM) |
| CS (1) | CS173592B2 (OSRAM) |
| DD (1) | DD95567A5 (OSRAM) |
| DE (1) | DE2213482A1 (OSRAM) |
| FR (1) | FR2130683B1 (OSRAM) |
| GB (1) | GB1336703A (OSRAM) |
| IE (1) | IE36944B1 (OSRAM) |
| IL (1) | IL38952A (OSRAM) |
| NL (1) | NL7204019A (OSRAM) |
| PL (1) | PL75312B2 (OSRAM) |
| SE (1) | SE378427B (OSRAM) |
| ZA (1) | ZA721523B (OSRAM) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109721634B (zh) * | 2019-01-24 | 2021-08-03 | 上海新华联制药有限公司 | 一种尼尔雌醇的合成工艺 |
| CN109705182B (zh) * | 2019-01-24 | 2021-08-31 | 上海新华联制药有限公司 | 一种尼尔雌醇的制备方法 |
-
1972
- 1972-03-07 ZA ZA721523A patent/ZA721523B/xx unknown
- 1972-03-08 IE IE295/72A patent/IE36944B1/xx unknown
- 1972-03-09 AU AU39827/72A patent/AU461293B2/en not_active Expired
- 1972-03-10 IL IL38952A patent/IL38952A/en unknown
- 1972-03-15 CA CA137,140A patent/CA973871A/en not_active Expired
- 1972-03-20 DE DE19722213482 patent/DE2213482A1/de active Pending
- 1972-03-21 SE SE7203607A patent/SE378427B/xx unknown
- 1972-03-22 PL PL15422772A patent/PL75312B2/pl unknown
- 1972-03-23 GB GB1352372A patent/GB1336703A/en not_active Expired
- 1972-03-23 BE BE781099A patent/BE781099A/xx unknown
- 1972-03-24 FR FR7210470A patent/FR2130683B1/fr not_active Expired
- 1972-03-24 NL NL7204019A patent/NL7204019A/xx unknown
- 1972-03-24 DD DD161848A patent/DD95567A5/xx unknown
- 1972-03-24 CS CS1983A patent/CS173592B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2213482A1 (de) | 1972-09-28 |
| CS173592B2 (OSRAM) | 1977-02-28 |
| NL7204019A (OSRAM) | 1972-09-26 |
| FR2130683A1 (OSRAM) | 1972-11-03 |
| IL38952A0 (en) | 1972-05-30 |
| AU3982772A (en) | 1973-09-13 |
| GB1336703A (en) | 1973-11-07 |
| IE36944L (en) | 1972-09-25 |
| SE378427B (OSRAM) | 1975-09-01 |
| DD95567A5 (OSRAM) | 1973-02-12 |
| PL75312B2 (en) | 1974-12-31 |
| IE36944B1 (en) | 1977-03-30 |
| FR2130683B1 (OSRAM) | 1976-04-16 |
| ZA721523B (en) | 1973-10-31 |
| AU461293B2 (en) | 1975-05-22 |
| BE781099A (fr) | 1972-09-25 |
| CA973871A (en) | 1975-09-02 |
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