AU2017265925A1 - Steroid 6.7.beta.-epoxides as chemical intermediates - Google Patents
Steroid 6.7.beta.-epoxides as chemical intermediates Download PDFInfo
- Publication number
- AU2017265925A1 AU2017265925A1 AU2017265925A AU2017265925A AU2017265925A1 AU 2017265925 A1 AU2017265925 A1 AU 2017265925A1 AU 2017265925 A AU2017265925 A AU 2017265925A AU 2017265925 A AU2017265925 A AU 2017265925A AU 2017265925 A1 AU2017265925 A1 AU 2017265925A1
- Authority
- AU
- Australia
- Prior art keywords
- general formula
- compound
- alkyl
- halo
- group
- 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.)
- Abandoned
Links
- 0 *[C@@]1(CC2)[C@@](CCCC(O)=O)CCC1[C@@](CC1)C2[C@@](*)(CC2)[C@@]1C[C@@]2O Chemical compound *[C@@]1(CC2)[C@@](CCCC(O)=O)CCC1[C@@](CC1)C2[C@@](*)(CC2)[C@@]1C[C@@]2O 0.000 description 16
- RLVKZNOHCKERAH-VHPLENGMSA-N C[C@H](CBr)C(CC1)[C@@](C)(CC2)C1C(CC1)C2[C@@](C)(CC2)C1=CC2=O Chemical compound C[C@H](CBr)C(CC1)[C@@](C)(CC2)C1C(CC1)C2[C@@](C)(CC2)C1=CC2=O RLVKZNOHCKERAH-VHPLENGMSA-N 0.000 description 2
- VHESCDWPNDPYPI-KGLOXSIVSA-N CCC[C@@H](C)C(CC1)[C@@](C)(CC2)C1C(CC1C34)C2[C@@](C)(CC2)[C@@]13[C@@H]4C21OCCO1 Chemical compound CCC[C@@H](C)C(CC1)[C@@](C)(CC2)C1C(CC1C34)C2[C@@](C)(CC2)[C@@]13[C@@H]4C21OCCO1 VHESCDWPNDPYPI-KGLOXSIVSA-N 0.000 description 1
- UAJXPRZGOYFIAX-QQJYYQDISA-N CCC[C@@H](C)[C@@H](CC1)[C@@](C)(CCC2[C@@](C)(CC[C@H](C3)O)[C@@H]3[C@H]3CC)C1[C@@H]2[C@@H]3O Chemical compound CCC[C@@H](C)[C@@H](CC1)[C@@](C)(CCC2[C@@](C)(CC[C@H](C3)O)[C@@H]3[C@H]3CC)C1[C@@H]2[C@@H]3O UAJXPRZGOYFIAX-QQJYYQDISA-N 0.000 description 1
- MPXMCHHSSMKXMF-YWRKWLGMSA-N CCOC(/C=C/[C@@H](C)C(CC1)[C@@](C)(CCC2[C@@]3(C)CC4)C1C2C=CC3=CC4=O)=O Chemical compound CCOC(/C=C/[C@@H](C)C(CC1)[C@@](C)(CCC2[C@@]3(C)CC4)C1C2C=CC3=CC4=O)=O MPXMCHHSSMKXMF-YWRKWLGMSA-N 0.000 description 1
- SQTBAJUBOWBCPZ-OWYUSCLXSA-N CC[C@@H]([C@@H](C(C(CC1)[C@](C)(CC2)C1[C@H](C)CC(C(OC)=O)C(OC)=O)C2[C@@]1(C)CC2)O)C1=CC2=O Chemical compound CC[C@@H]([C@@H](C(C(CC1)[C@](C)(CC2)C1[C@H](C)CC(C(OC)=O)C(OC)=O)C2[C@@]1(C)CC2)O)C1=CC2=O SQTBAJUBOWBCPZ-OWYUSCLXSA-N 0.000 description 1
- OCZIOLLYUOEAQJ-XBFHKUMSSA-N CC[C@H]([C@H](CC(CC1)=O)[C@@]1(C)C(CC1)C2C(CC3)[C@@]1(C)C3[C@H](C)CCC(O)=O)C2=O Chemical compound CC[C@H]([C@H](CC(CC1)=O)[C@@]1(C)C(CC1)C2C(CC3)[C@@]1(C)C3[C@H](C)CCC(O)=O)C2=O OCZIOLLYUOEAQJ-XBFHKUMSSA-N 0.000 description 1
- RPVVIXDOBROCSQ-YZRSXRHESA-N CC[C@H]([C@](C)(CC(CC1)=O)[C@@]1(C)C(CC1)C2C(CC3)[C@@]1(C)C3[C@H](C)CCO)C2=O Chemical compound CC[C@H]([C@](C)(CC(CC1)=O)[C@@]1(C)C(CC1)C2C(CC3)[C@@]1(C)C3[C@H](C)CCO)C2=O RPVVIXDOBROCSQ-YZRSXRHESA-N 0.000 description 1
- ACBSPPCLOLOCEV-SZBMDABLSA-N C[C@@H]([C@@H](CC1)[C@@](C)(CCC2[C@@]3(C)CC4)C1C2C=CC3=CC4=O)C1OCCO1 Chemical compound C[C@@H]([C@@H](CC1)[C@@](C)(CCC2[C@@]3(C)CC4)C1C2C=CC3=CC4=O)C1OCCO1 ACBSPPCLOLOCEV-SZBMDABLSA-N 0.000 description 1
- VGABOYDXXXLGND-IESYDMTLSA-N C[C@@H]([C@@H](CC1)[C@@](C)(CCC2[C@@]3(C)CC4)C1C2C=CC3=CC4=O)C=O Chemical compound C[C@@H]([C@@H](CC1)[C@@](C)(CCC2[C@@]3(C)CC4)C1C2C=CC3=CC4=O)C=O VGABOYDXXXLGND-IESYDMTLSA-N 0.000 description 1
- RBTKTBBAAUBXFW-ZGZNRKMBSA-N C[C@H](COS(C)(=O)=O)[C@@H](CC1)[C@@](C)(CCC2C(C)(CC3)C(C4C)=CC3=O)C1C2[C@H]4O Chemical compound C[C@H](COS(C)(=O)=O)[C@@H](CC1)[C@@](C)(CCC2C(C)(CC3)C(C4C)=CC3=O)C1C2[C@H]4O RBTKTBBAAUBXFW-ZGZNRKMBSA-N 0.000 description 1
- XXKVYUMWXPNDJI-YXKASRFNSA-N C[C@H](C[O](C)=C)C(CC1)[C@@](C)(CC2)C1C(CC1)C2[C@@](C)(CC2)C1=CC2=O Chemical compound C[C@H](C[O](C)=C)C(CC1)[C@@](C)(CC2)C1C(CC1)C2[C@@](C)(CC2)C1=CC2=O XXKVYUMWXPNDJI-YXKASRFNSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/001—Oxiranes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J21/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J21/005—Ketals
- C07J21/006—Ketals at position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
- C07J31/006—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring not covered by C07J31/003
-
- 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
- C07J41/0055—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 at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl derivatives
- C07J41/0061—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 at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl derivatives one of the carbon atoms being part of an amide group
-
- 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
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
- C07J9/005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane containing a carboxylic function directly attached or attached by a chain containing only carbon atoms to the cyclopenta[a]hydrophenanthrene skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J13/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17
- C07J13/005—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17 with double bond in position 16 (17)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J13/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17
- C07J13/007—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17 with double bond in position 17 (20)
-
- 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
- C07J41/0055—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 at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl 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
- C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Gastroenterology & Hepatology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1608779.3 | 2016-05-18 | ||
| GBGB1608779.3A GB201608779D0 (en) | 2016-05-18 | 2016-05-18 | Methods and compounds |
| PCT/GB2017/051393 WO2017199039A1 (en) | 2016-05-18 | 2017-05-18 | Steroid 6.7.beta.-epoxides as chemical intermediates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2017265925A1 true AU2017265925A1 (en) | 2018-11-15 |
Family
ID=56320631
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2017265925A Abandoned AU2017265925A1 (en) | 2016-05-18 | 2017-05-18 | Steroid 6.7.beta.-epoxides as chemical intermediates |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US20190153023A1 (https=) |
| EP (1) | EP3458468B1 (https=) |
| JP (1) | JP7034092B2 (https=) |
| KR (1) | KR102509432B1 (https=) |
| CN (1) | CN109415403A (https=) |
| AU (1) | AU2017265925A1 (https=) |
| BR (1) | BR112018073490A2 (https=) |
| CA (1) | CA3024285A1 (https=) |
| EA (1) | EA037742B1 (https=) |
| ES (1) | ES2857869T3 (https=) |
| GB (1) | GB201608779D0 (https=) |
| MX (1) | MX377644B (https=) |
| WO (1) | WO2017199039A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111072744A (zh) * | 2019-12-03 | 2020-04-28 | 华东师范大学 | 一种以ba为原料合成熊去氧胆酸的方法 |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201608776D0 (en) * | 2016-05-18 | 2016-06-29 | Dextra Lab Ltd | Methods and compounds |
| GB201608777D0 (en) | 2016-05-18 | 2016-06-29 | Dextra Lab Ltd | Compounds |
| EP3431486A1 (en) * | 2017-07-18 | 2019-01-23 | Bionice, S.L.U. | Process and intermediates for the synthesis of obeticholic acid and derivatives thereof |
| GB201812382D0 (en) | 2018-07-30 | 2018-09-12 | Nzp Uk Ltd | Compounds |
| CN113912661B (zh) * | 2021-11-11 | 2023-04-21 | 湖南科瑞生物制药股份有限公司 | 一种7-羟基甾体化合物的合成方法 |
| CN114702542B (zh) * | 2022-05-11 | 2023-11-24 | 上海其正医药科技有限责任公司 | 一种25-羟基-7-去氢胆固醇的制备方法 |
| CN115974950A (zh) * | 2022-12-23 | 2023-04-18 | 上海彩迩文生化科技有限公司 | 一种3-烷基化的甾体中间体及其制备和应用 |
| CN118852307A (zh) * | 2024-07-28 | 2024-10-29 | 湖北共同甾体药物研究院有限公司 | 一种熊去氧胆酸中间体的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ITMI20050912A1 (it) * | 2005-05-19 | 2006-11-20 | Erregierre Spa | Processo di preparazione di acidi 3-a-ya(b)-diidrossi-6-a(b)-alchil-5b-colanici |
| CN101374854A (zh) * | 2006-01-12 | 2009-02-25 | 三菱化学株式会社 | 甾类化合物的制备方法 |
| JP2007210888A (ja) * | 2006-01-12 | 2007-08-23 | Mitsubishi Chemicals Corp | ステロイド化合物の製造方法 |
| CN107207559B (zh) * | 2014-11-19 | 2019-10-25 | Nzp英国有限公司 | 作为制备类固醇fxr调节剂的中间体的6-烷基-7-羟基-4-烯-3-酮类固醇 |
| KR102527821B1 (ko) * | 2014-11-19 | 2023-05-02 | 엔제트피 유케이 리미티드 | 스테로이드 FXR 조절인자를 제조하기 위한 중간체로서의 6α-알킬-6,7-다이온 스테로이드 |
| KR102546748B1 (ko) * | 2014-11-19 | 2023-06-22 | 엔제트피 유케이 리미티드 | 스테로이드 FXR 조절인자를 제조하기 위한 중간체로서의 6α-알킬-3,7-다이온 스테로이드 |
| EA033445B1 (ru) * | 2014-11-19 | 2019-10-31 | Nzp Uk Ltd | 5-бета-6-алкил-7-гидрокси-3-оновые стероиды в качестве промежуточных соединений для получения стероидных модуляторов fxr |
-
2016
- 2016-05-18 GB GBGB1608779.3A patent/GB201608779D0/en not_active Ceased
-
2017
- 2017-05-18 WO PCT/GB2017/051393 patent/WO2017199039A1/en not_active Ceased
- 2017-05-18 CN CN201780030408.5A patent/CN109415403A/zh not_active Withdrawn
- 2017-05-18 ES ES17725744T patent/ES2857869T3/es active Active
- 2017-05-18 JP JP2018560585A patent/JP7034092B2/ja active Active
- 2017-05-18 BR BR112018073490-0A patent/BR112018073490A2/pt not_active Application Discontinuation
- 2017-05-18 EP EP17725744.1A patent/EP3458468B1/en active Active
- 2017-05-18 EA EA201892515A patent/EA037742B1/ru unknown
- 2017-05-18 AU AU2017265925A patent/AU2017265925A1/en not_active Abandoned
- 2017-05-18 CA CA3024285A patent/CA3024285A1/en active Pending
- 2017-05-18 US US16/302,058 patent/US20190153023A1/en not_active Abandoned
- 2017-05-18 MX MX2018014128A patent/MX377644B/es active IP Right Grant
- 2017-05-18 KR KR1020187035836A patent/KR102509432B1/ko active Active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111072744A (zh) * | 2019-12-03 | 2020-04-28 | 华东师范大学 | 一种以ba为原料合成熊去氧胆酸的方法 |
| CN111072744B (zh) * | 2019-12-03 | 2021-09-14 | 江苏佳尔科药业集团股份有限公司 | 一种以ba为原料合成熊去氧胆酸的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EA037742B1 (ru) | 2021-05-17 |
| US20190153023A1 (en) | 2019-05-23 |
| JP2019516717A (ja) | 2019-06-20 |
| ES2857869T3 (es) | 2021-09-29 |
| WO2017199039A1 (en) | 2017-11-23 |
| MX377644B (es) | 2025-03-04 |
| KR102509432B1 (ko) | 2023-03-13 |
| JP7034092B2 (ja) | 2022-03-11 |
| EP3458468B1 (en) | 2020-12-09 |
| CA3024285A1 (en) | 2017-11-23 |
| CN109415403A (zh) | 2019-03-01 |
| EA201892515A1 (ru) | 2019-05-31 |
| KR20190006187A (ko) | 2019-01-17 |
| GB201608779D0 (en) | 2016-06-29 |
| BR112018073490A2 (pt) | 2019-03-26 |
| MX2018014128A (es) | 2019-04-29 |
| EP3458468A1 (en) | 2019-03-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK4 | Application lapsed section 142(2)(d) - no continuation fee paid for the application |