CA1177480A - 24,25-dihydroxycholestans and process for preparing the same - Google Patents

24,25-dihydroxycholestans and process for preparing the same

Info

Publication number
CA1177480A
CA1177480A CA000383164A CA383164A CA1177480A CA 1177480 A CA1177480 A CA 1177480A CA 000383164 A CA000383164 A CA 000383164A CA 383164 A CA383164 A CA 383164A CA 1177480 A CA1177480 A CA 1177480A
Authority
CA
Canada
Prior art keywords
group
process according
formula
compound
beta
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
Application number
CA000383164A
Other languages
English (en)
French (fr)
Inventor
Hiroaki Takayama
Masayuki Ohmori
Sachiko Yamada
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chugai Pharmaceutical Co Ltd
Original Assignee
Chugai Pharmaceutical Co Ltd
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.)
Filing date
Publication date
Application filed by Chugai Pharmaceutical Co Ltd filed Critical Chugai Pharmaceutical Co Ltd
Application granted granted Critical
Publication of CA1177480A publication Critical patent/CA1177480A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
    • C07C29/10—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
    • C07C29/103—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/20—Free hydroxyl or mercaptan
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • 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
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)
CA000383164A 1980-08-05 1981-08-04 24,25-dihydroxycholestans and process for preparing the same Expired CA1177480A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP10677480A JPS5735599A (en) 1980-08-05 1980-08-05 24,25-dihydroxycholestane and its preparation
JP106774/1980 1980-08-05

Publications (1)

Publication Number Publication Date
CA1177480A true CA1177480A (en) 1984-11-06

Family

ID=14442243

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000383164A Expired CA1177480A (en) 1980-08-05 1981-08-04 24,25-dihydroxycholestans and process for preparing the same

Country Status (6)

Country Link
US (1) US4344888A (index.php)
EP (1) EP0045524B1 (index.php)
JP (1) JPS5735599A (index.php)
AT (1) ATE5077T1 (index.php)
CA (1) CA1177480A (index.php)
DE (1) DE3161243D1 (index.php)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE15050T1 (de) * 1981-04-29 1985-09-15 Hoffmann La Roche Verfahren zur herstellung von cholesterinderivaten und zwischenprodukte dafuer.
US4594340A (en) * 1984-11-29 1986-06-10 Hoffmann-La Roche Inc. 25,26-dehydro-1α,24R-dihydroxycholecalciferol and 25,26-dehydro-1α,24S-dihydroxycholecalciferol and the epimeric mixture
IL77668A (en) * 1986-01-21 1989-03-31 Teva Pharma Production of cholecalciferol derivatives and novel intermediates used therefor
US5218109A (en) * 1988-07-05 1993-06-08 Kuraray Co., Ltd. Steroid compounds
HU212926B (en) * 1990-08-18 1996-12-30 Schering Ag Microbiological method for the preparation of 20-methyl-5,7-pregnadiene-3 beta, 21-diol derivatives
JP7655059B2 (ja) 2021-04-16 2025-04-02 マックス株式会社 結束機
WO2025108575A1 (en) 2023-11-21 2025-05-30 Roche Diagnostics Gmbh Methods of selective deprotection and synthesis of transhydrindane- skeleton-based compounds

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3994878A (en) * 1975-10-10 1976-11-30 Hoffmann-La Roche Inc. Syntheses of 24R,25- and 24S,25-dihydroxycholesterol and alkanoyl derivatives thereof
US4028349A (en) * 1976-03-08 1977-06-07 Hoffmann-La Roche Inc. Syntheses of 24R,25- and 24S,25-dihydroxycholesterol 24,25-ketals and alkanoyl derivatives thereof
US4026882A (en) * 1976-03-08 1977-05-31 Hoffmann-La Roche Inc. Syntheses of 3,24R,25- and 3,24S,25-trihydroxy-5,7-cholestadiene 24,25-ketals and alkanoyl derivatives thereof
CH626336A5 (en) * 1976-03-08 1981-11-13 Hoffmann La Roche Process for the preparation of cholecalciferol derivatives
US4204995A (en) * 1978-03-15 1980-05-27 Hoffmann-La Roche Inc. Cholestane derivatives

Also Published As

Publication number Publication date
DE3161243D1 (en) 1983-11-24
JPS5735599A (en) 1982-02-26
ATE5077T1 (de) 1983-11-15
US4344888A (en) 1982-08-17
JPS643880B2 (index.php) 1989-01-23
EP0045524A1 (en) 1982-02-10
EP0045524B1 (en) 1983-10-19

Similar Documents

Publication Publication Date Title
EP0390097B1 (en) 1 alpha,25-dihydroxyvitamin D4 compounds, ergosta-5,7-diene compounds and processes for the preparation thereof
JPS5854160B2 (ja) １α，３β−ジヒドロキシステロイド−５−エンまたはその誘導体の製造方法
CA1177480A (en) 24,25-dihydroxycholestans and process for preparing the same
JP2505669B2 (ja) コレカルシフェロ―ル誘導体の製造に用いる新規化合物およびその製法
JPS63126891A (ja) ステロイド誘導体およびその製造方法
JPH04297490A (ja) １７β　アルカノイル　３−オキソ−４−アザ−５α−アンドロスト−１−エン類の新規な製造方法
JPS63107964A (ja) プロビタミンｄまたはタキステロール化合物とジエノフィルとの付加物およびその製造方法
US5182393A (en) Process for precursors to calcitriol and related compounds
Yang et al. Synthesis of 2-C-Fluoromethyl-Myo-Inositol
JPH023797B2 (index.php)
EP0528209B1 (en) Process for preparing intermediates for vitamin D derivatives and compounds obtained thereby
US4614620A (en) Process for producing i-brassicasterol
JP3483155B2 (ja) １α，２５−ジヒドロキシビタミンＤ４およびＤ７の製造法
JPS6352636B2 (index.php)
JP4499847B2 (ja) ミルベマイシン類の１３−エステル誘導体の製造法
JP2517743B2 (ja) 光学活性アルコ―ルの製造法
Pouzar et al. Synthesis and absolute configuration at C (20) of 21, 26, 27-trinor-5α-cholestan-25→ 20-olide derivatives
Lai et al. Labeled bile acids V: Deuterium and carbon‐13 labeled cholic, chenodeoxycholic and ursodeoxycholic acids
JP2683395B2 (ja) ステロイド誘導体
JPS61227592A (ja) ２７−ノル−２５−オキソコレステロ−ル類
JP2750170B2 (ja) ステロイド誘導体の製造法
JPS62230745A (ja) ２−ヒドロキシメチル−２，５，１２−トリヒドロキシ−１，２，３，４−テトラヒドロナフタセン−６，１１−ジオンの製造方法
JPS6144864B2 (index.php)
JPS6028986A (ja) ステロイドの製造法
JPS5832834A (ja) ３（ｓ）−ヒドロキシ−５−メチルノナ−１−エン類およびその製造法

Legal Events

Date Code Title Description
MKEX Expiry