KR850004500A - 2-플루오로-17β-에스트라디올의 제조방법 - Google Patents
2-플루오로-17β-에스트라디올의 제조방법 Download PDFInfo
- Publication number
- KR850004500A KR850004500A KR1019840008142A KR840008142A KR850004500A KR 850004500 A KR850004500 A KR 850004500A KR 1019840008142 A KR1019840008142 A KR 1019840008142A KR 840008142 A KR840008142 A KR 840008142A KR 850004500 A KR850004500 A KR 850004500A
- Authority
- KR
- South Korea
- Prior art keywords
- estradiol
- fluoro
- preparing
- formula
- protecting groups
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 7
- HDPXSAXRLVDBIR-XSSYPUMDSA-N (8r,9s,13s,14s,17s)-2-fluoro-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol Chemical compound OC1=C(F)C=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 HDPXSAXRLVDBIR-XSSYPUMDSA-N 0.000 title claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical group OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000005907 alkyl ester group Chemical group 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- QWLICVXJMVMDDQ-UHFFFAOYSA-N fluoro acetate Chemical compound CC(=O)OF QWLICVXJMVMDDQ-UHFFFAOYSA-N 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical group [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
Classifications
-
- 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
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
- C07J1/0051—Estrane derivatives
- C07J1/0066—Estrane derivatives substituted in position 17 beta not substituted in position 17 alfa
- C07J1/007—Estrane derivatives substituted in position 17 beta not substituted in position 17 alfa the substituent being an OH group free esterified or etherified
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- 하기 일반식(2)의 화합물을 아세틸하이포-플루오라이트와 반응시키고, 필요하다면 생성물중에 존재하는 보호기를 제거시킴을 특징으로 하여 하기 일반식(Ⅰ)의 2-플루오로-에스트라디올을 제조하는 방법.상기식에서, R 및 R1은 히드록시-보호기 또는 수소이며 Z는 수은 잔기이다.
- 제1항에 있어서, -OR 또는 -OR1이 무관하게, 저급 알킬 에스테르 또는 에테르인 방법.
- 제2항에 있어서, R 및 R1모두가 아세틸인 방법.
- 제1내지 3항중 어느 하나에 있어서, 사용된 용매가 플루오르와 교환가능한 다른 할로겐이 없는 방법.
- 제4항에 있어서, 용매가 트리플루오로-아세트산인 방법.
- 제5항에 있어서, Z가 CF3COOHg-인 방법.
- 제6항에 있어서, 2-플루오로-17β-에스트라디올을 제조하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/564,595 US4522758A (en) | 1983-12-22 | 1983-12-22 | Method of preparing 2-fluoro-17β-estradiol |
| US564595 | 1990-08-09 | ||
| US564,595 | 1990-08-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR850004500A true KR850004500A (ko) | 1985-07-15 |
| KR860001284B1 KR860001284B1 (ko) | 1986-09-05 |
Family
ID=24255123
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840008142A KR860001284B1 (ko) | 1983-12-22 | 1984-12-20 | 2-플루오로-17β-에스트라디올의 제조방법 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4522758A (ko) |
| EP (1) | EP0147155A3 (ko) |
| JP (1) | JPS60226894A (ko) |
| KR (1) | KR860001284B1 (ko) |
| CA (1) | CA1213881A (ko) |
| DK (1) | DK606084A (ko) |
| GR (1) | GR82481B (ko) |
| HU (1) | HU192654B (ko) |
| IL (1) | IL73826A0 (ko) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4668668A (en) * | 1984-03-20 | 1987-05-26 | Wayne State University | Compositions inhibiting murine MXT ductal carcinoma |
| US4676932A (en) * | 1984-04-09 | 1987-06-30 | The University Of New Mexico | Synthesis of 1-haloestradiols |
| US5504074A (en) | 1993-08-06 | 1996-04-02 | Children's Medical Center Corporation | Estrogenic compounds as anti-angiogenic agents |
| US20040214807A1 (en) * | 1993-08-06 | 2004-10-28 | D'amato Robert J. | Estrogenic compounds as anti-mitotic agents |
| US6908910B2 (en) * | 1993-08-06 | 2005-06-21 | The Children's Medical Center Corporation | Estrogenic compounds as anti-mitotic agents |
| WO1997008187A1 (en) * | 1995-08-30 | 1997-03-06 | Eli Lilly And Company | N-butylsulfonate esters of estrogens |
| US6346510B1 (en) | 1995-10-23 | 2002-02-12 | The Children's Medical Center Corporation | Therapeutic antiangiogenic endostatin compositions |
| US20020002294A1 (en) * | 1997-09-24 | 2002-01-03 | D' Amato Robert J. | Estrogenic compounds as antiangiogenic agents |
| US20060165606A1 (en) * | 1997-09-29 | 2006-07-27 | Nektar Therapeutics | Pulmonary delivery particles comprising water insoluble or crystalline active agents |
| DE69922684T2 (de) | 1998-08-11 | 2005-10-06 | Entremed, Inc. | Verwendung von 2-methoxyestradiol als fungizide |
| US7087592B1 (en) * | 1999-08-23 | 2006-08-08 | Entre Med, Inc. | Compositions comprising purified 2-methoxyestradiol and methods of producing same |
| US20050192258A1 (en) * | 2000-08-18 | 2005-09-01 | Agoston Gregory E. | Antiangiogenic agents |
| US7135581B2 (en) | 2000-08-18 | 2006-11-14 | Entremed, Inc. | Antiangiogenic agents |
| US6995278B2 (en) * | 2000-08-18 | 2006-02-07 | Entre Med, Inc. | Antiangiogenic agents |
| US20030236439A1 (en) * | 2002-01-30 | 2003-12-25 | Gregory Agoston | Non-steroidal analogs of 2-methoxyestradiol |
| EP1633367A2 (en) * | 2003-05-28 | 2006-03-15 | EntreMed, Inc. | Antiangiogenic agents |
| US20070004689A1 (en) * | 2004-03-12 | 2007-01-04 | Agoston Gregory E | Antiangiogenic agents |
| US7498322B2 (en) * | 2004-03-12 | 2009-03-03 | Entremed, Inc. | Antiangiogenic agents |
| AU2005309455A1 (en) * | 2004-11-29 | 2006-06-01 | Entremed, Inc. | A method of administering anti-angiogenic agents and a method of treating disease using same |
| US20070185069A1 (en) * | 2005-11-14 | 2007-08-09 | Plum Stacy M | Anti-angiogenic activity of 2-methoxyestradiol in combination with anti-cancer agents |
| US20070176403A1 (en) * | 2006-02-01 | 2007-08-02 | Dennis Calderone | Air adjustable seat |
| CA2646065C (en) * | 2006-03-20 | 2014-01-14 | Entremed, Inc. | Disease modifying anti-arthritic activity of 2-methoxyestradiol |
| US20080234243A1 (en) * | 2007-01-31 | 2008-09-25 | Lavallee Theresa M | Method of treating amyloidosis mediated diseases |
| US9446050B2 (en) | 2011-10-24 | 2016-09-20 | The Brigham And Women's Hospital, Inc. | Method for treatment of mesothelioma |
-
1983
- 1983-12-22 US US06/564,595 patent/US4522758A/en not_active Expired - Fee Related
-
1984
- 1984-12-14 IL IL73826A patent/IL73826A0/xx unknown
- 1984-12-17 CA CA000470275A patent/CA1213881A/en not_active Expired
- 1984-12-17 GR GR82481A patent/GR82481B/el unknown
- 1984-12-17 EP EP84308833A patent/EP0147155A3/en not_active Withdrawn
- 1984-12-18 DK DK606084A patent/DK606084A/da not_active Application Discontinuation
- 1984-12-19 JP JP59269586A patent/JPS60226894A/ja active Pending
- 1984-12-20 KR KR1019840008142A patent/KR860001284B1/ko active
- 1984-12-21 HU HU844804A patent/HU192654B/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA1213881A (en) | 1986-11-12 |
| DK606084A (da) | 1985-06-23 |
| HUT36841A (en) | 1985-10-28 |
| HU192654B (en) | 1987-06-29 |
| GR82481B (en) | 1985-04-18 |
| EP0147155A3 (en) | 1985-10-30 |
| JPS60226894A (ja) | 1985-11-12 |
| DK606084D0 (da) | 1984-12-18 |
| IL73826A0 (en) | 1985-03-31 |
| KR860001284B1 (ko) | 1986-09-05 |
| US4522758A (en) | 1985-06-11 |
| EP0147155A2 (en) | 1985-07-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR850004500A (ko) | 2-플루오로-17β-에스트라디올의 제조방법 | |
| KR850000406A (ko) | 4-클로로-2-페닐이미다졸-5-아세트산유도체의 제조방법 | |
| KR860001779A (ko) | 퀴논 유도체의 제조방법 | |
| KR840004756A (ko) | 항 정신질환제의 제조방법 | |
| KR850001905A (ko) | 벤조시클로 알칸 유도체의 제조방법 | |
| KR920008018A (ko) | 피페라진 유도체의 제조방법 | |
| KR840001954A (ko) | 1,4-디하이드로피리딘 화합물의 제조방법 | |
| KR860001064A (ko) | β-락탐 화합물의 제조방법 | |
| KR850001724A (ko) | 4-페닐-4-옥소-부텐-2-오인산유도체의 제조방법 | |
| KR840004065A (ko) | 2-시아노-2-프로페노산 및 그 유도체의 제조방법 | |
| KR830001952A (ko) | 세펄옥심(Cefuroxim)의 제조방법 | |
| KR850004470A (ko) | 유기 화합물의 제조방법 | |
| KR830001292A (ko) | 3-엑소메틸렌세팜 설폭사이드류의 제법 | |
| KR880000377A (ko) | 트란스 헥사하이드로 테레프탈산 에스테르 유도체의 제조방법 | |
| KR840003639A (ko) | 이속사졸로피리미딘 유도체의 제조방법 | |
| KR850007582A (ko) | 모노아실 폴리알킬렌 폴리아민의 제조방법 | |
| KR850006428A (ko) | 에리드로마이신 아세트산염의 제조방법 | |
| KR850004471A (ko) | 유기 화합물의 제조방법 | |
| KR840001144A (ko) | 5(6)-페닐설포닐옥시-벤즈이미다졸 유도체의 제조방법 | |
| KR850005413A (ko) | 아미노니트로피리딘의 제조방법 | |
| KR830001265A (ko) | 새로운 티아디아졸 화합물류와 그 제조방법 | |
| KR830001183A (ko) | 페닐알카노일산 유도체의 제조방법 | |
| KR860002454A (ko) | 살리실아미드 유도체의 제조방법 | |
| KR830004257A (ko) | 7,8-디하이드록시-1-(설파밀페닐)-2,3,4,5-테트라하이드로-1h-3-벤자제핀 유도체의 제조방법 | |
| KR850000385A (ko) | 2-디알킬아미노-2-페닐-n-부틸-3',4',5'-트리메톡시벤조 익산에스테르 유도체의 제조방법 |