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JPS5692268A - Preparation of active vitamin d3 - Google Patents

Preparation of active vitamin d3

Info

Publication number
JPS5692268A
JPS5692268A JP16946579A JP16946579A JPS5692268A JP S5692268 A JPS5692268 A JP S5692268A JP 16946579 A JP16946579 A JP 16946579A JP 16946579 A JP16946579 A JP 16946579A JP S5692268 A JPS5692268 A JP S5692268A
Authority
JP
Japan
Prior art keywords
formula
compound
agent
hydroxycholest
previtamin
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.)
Granted
Application number
JP16946579A
Other languages
Japanese (ja)
Other versions
JPS6251266B2 (en
Inventor
Osamu Nishikawa
Kenji Ishimaru
Toru Takeshita
Hideki Tsuruta
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.)
Teijin Ltd
Original Assignee
Teijin 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 Teijin Ltd filed Critical Teijin Ltd
Priority to JP16946579A priority Critical patent/JPS5692268A/en
Priority to CA000362937A priority patent/CA1160217A/en
Priority to DE8080303732T priority patent/DE3070985D1/en
Priority to EP80303732A priority patent/EP0028484B1/en
Priority to DK447380A priority patent/DK160817C/en
Publication of JPS5692268A publication Critical patent/JPS5692268A/en
Priority to US06/371,870 priority patent/US4388243A/en
Publication of JPS6251266B2 publication Critical patent/JPS6251266B2/ja
Granted legal-status Critical Current

Links

Classifications

    • 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

  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

PURPOSE: To obtain the titled compound in high yield industrially and advantageously with eacy separation of the unreacted substance, by reacting a specific hydroxycholest-5-ene with a brominating agent, and then a dehydrobrominating agent, irradiating the reaction product with ultraviolet light, and isomerizing the irradiated previtamin D3 under heating.
CONSTITUTION: A hydroxycholest-5-ene of formula I (R1 and R2 are lower alkoxycarbonyl; R3 and R4 are H or lower alkoxycarbonyloxy), having hydroxyl groups protected by lower alkoxycarbonyl groups is reacted with an allylic brominating agent, preferably in an inert organic solvent at room temperature to 140°C. The reaction product is then reacted with a dehydrobrominating agent preferably at 100W180°C to give a hydroxycholesta-5,7-diene of formula II, which is irradiated with ultraviloet light to form a previtamin D3 of formula III. The unreacted compound of formula II is separated by an organic solvent, etc. and circulated for reuse. The compound of formula III is isomerized by heat, and the protecting groups are removed to afford the aimed compound of formula IV.
COPYRIGHT: (C)1981,JPO&Japio
JP16946579A 1979-10-23 1979-12-27 Preparation of active vitamin d3 Granted JPS5692268A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP16946579A JPS5692268A (en) 1979-12-27 1979-12-27 Preparation of active vitamin d3
CA000362937A CA1160217A (en) 1979-10-23 1980-10-22 Process for the preparation of active-type vitamin d.sub.3 compounds
DE8080303732T DE3070985D1 (en) 1979-10-23 1980-10-22 Process for the preparation of active-type vitamin d3 compounds and of the cholesta-5,7-diene precursors, and products so obtained
EP80303732A EP0028484B1 (en) 1979-10-23 1980-10-22 Process for the preparation of active-type vitamin d3 compounds and of the cholesta-5,7-diene precursors, and products so obtained
DK447380A DK160817C (en) 1979-10-23 1980-10-22 PROCEDURE FOR THE PREPARATION OF VITAMIN D3 COMPOUNDS
US06/371,870 US4388243A (en) 1979-10-23 1982-04-26 Process for the preparation of active-type vitamin D3 compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP16946579A JPS5692268A (en) 1979-12-27 1979-12-27 Preparation of active vitamin d3

Publications (2)

Publication Number Publication Date
JPS5692268A true JPS5692268A (en) 1981-07-25
JPS6251266B2 JPS6251266B2 (en) 1987-10-29

Family

ID=15887063

Family Applications (1)

Application Number Title Priority Date Filing Date
JP16946579A Granted JPS5692268A (en) 1979-10-23 1979-12-27 Preparation of active vitamin d3

Country Status (1)

Country Link
JP (1) JPS5692268A (en)

Also Published As

Publication number Publication date
JPS6251266B2 (en) 1987-10-29

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