SU434651A3 - СПОСОБ ПОЛУЧЕНИЯ3-ЦИКЛОПЕНТИЛОКСИ-7а-МЕТИЛ-3, 16а, 17сс--ТРИОКСИЭСТРАТРИЕНА - Google Patents

СПОСОБ ПОЛУЧЕНИЯ3-ЦИКЛОПЕНТИЛОКСИ-7а-МЕТИЛ-3, 16а, 17сс--ТРИОКСИЭСТРАТРИЕНА

Info

Publication number: SU434651A3
Authority: SU; USSR - Soviet Union
Prior art keywords: cyclopentyloxy; methyl; obtaining; trioxystraen; treated
Prior art date: 1970-04-24

Application number

SU1815023A

Other languages

English (en)

Russian (ru)

Original Assignee

Иностранцы Георг Аннер , Ярослав Калвода

Иностранна фирма Циба Гейги

Priority date (The priority date 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 date listed.)

1970-04-24

Filing date

1971-04-23

Publication date

1974-06-30

1971-04-23 Application filed by Иностранцы Георг Аннер , Ярослав Калвода, Иностранна фирма Циба Гейги filed Critical Иностранцы Георг Аннер , Ярослав Калвода

1974-06-30 Application granted granted Critical

1974-06-30 Publication of SU434651A3 publication Critical patent/SU434651A3/ru

Links

238000000034 method Methods 0.000 title description 7
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
229910052762 osmium Inorganic materials 0.000 description 4
SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
229910000489 osmium tetroxide Inorganic materials 0.000 description 3
239000012285 osmium tetroxide Substances 0.000 description 3
238000006894 reductive elimination reaction Methods 0.000 description 3
150000003431 steroids Chemical class 0.000 description 3
HLCRYAZDZCJZFG-BDXSIMOUSA-N (8s,9s,13s,14s)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene Chemical compound C1CC2=CC=CC=C2[C@@H]2[C@@H]1[C@@H]1CCC[C@@]1(C)CC2 HLCRYAZDZCJZFG-BDXSIMOUSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
239000012043 crude product Substances 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
238000005805 hydroxylation reaction Methods 0.000 description 2
-1 lithium aluminum hydride Chemical compound 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
239000000741 silica gel Substances 0.000 description 2
229910002027 silica gel Inorganic materials 0.000 description 2
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
239000007858 starting material Substances 0.000 description 2
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
238000000862 absorption spectrum Methods 0.000 description 1
BRTFVKHPEHKBQF-UHFFFAOYSA-N bromocyclopentane Chemical compound BrC1CCCC1 BRTFVKHPEHKBQF-UHFFFAOYSA-N 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
XCIXKGXIYUWCLL-UHFFFAOYSA-N cyclopentanol Chemical compound OC1CCCC1 XCIXKGXIYUWCLL-UHFFFAOYSA-N 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
235000019441 ethanol Nutrition 0.000 description 1
239000000284 extract Substances 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
230000033444 hydroxylation Effects 0.000 description 1
239000005457 ice water Substances 0.000 description 1
239000012280 lithium aluminium hydride Substances 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
230000001766 physiological effect Effects 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000010992 reflux Methods 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
239000000243 solution Substances 0.000 description 1
150000005672 tetraenes Chemical class 0.000 description 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
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/168—Steroids
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/184—Hormones
- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Polymers & Plastics (AREA)
General Health & Medical Sciences (AREA)
Animal Husbandry (AREA)
Zoology (AREA)
Engineering & Computer Science (AREA)
Food Science & Technology (AREA)
Endocrinology (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Steroid Compounds (AREA)

SU1815023A 1970-04-24 1971-04-23 СПОСОБ ПОЛУЧЕНИЯ3-ЦИКЛОПЕНТИЛОКСИ-7а-МЕТИЛ-3, 16а, 17сс--ТРИОКСИЭСТРАТРИЕНА SU434651A3 (ru)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH621970A CH551959A (de)	1970-04-24	1970-04-24	Verfahren zur herstellung neuer oestrogen hochwirksamer steroide.

Publications (1)

Publication Number	Publication Date
SU434651A3 true SU434651A3 (ru)	1974-06-30

Family

ID=4306158

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SU1815023A SU434651A3 (ru)	1970-04-24	1971-04-23	СПОСОБ ПОЛУЧЕНИЯ3-ЦИКЛОПЕНТИЛОКСИ-7а-МЕТИЛ-3, 16а, 17сс--ТРИОКСИЭСТРАТРИЕНА

Country Status (5)

Country	Link
AT (1)	AT312826B (cs)
CH (3)	CH551959A (cs)
CS (1)	CS157120B2 (cs)
SU (1)	SU434651A3 (cs)
ZA (1)	ZA712525B (cs)

1970
- 1970-04-24 CH CH621970A patent/CH551959A/de not_active IP Right Cessation
- 1970-04-24 CH CH1870272A patent/CH536290A/de not_active IP Right Cessation
- 1970-04-24 CH CH1870372A patent/CH536295A/de not_active IP Right Cessation
1971
- 1971-04-20 ZA ZA712525A patent/ZA712525B/xx unknown
- 1971-04-23 CS CS173973*1A patent/CS157120B2/cs unknown
- 1971-04-23 SU SU1815023A patent/SU434651A3/ru active
- 1971-04-23 AT AT273172A patent/AT312826B/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
CS157120B2 (cs)	1974-08-23
CH536295A (de)	1973-04-30
ZA712525B (en)	1972-01-26
CH536290A (de)	1973-04-30
CH551959A (de)	1974-07-31
AT312826B (de)	1974-01-25

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