JPS5598200A - Preparation of 24xi, 25-dihydroxycholesta-1,4,6-trien-3-one - Google Patents

Preparation of 24xi, 25-dihydroxycholesta-1,4,6-trien-3-one

Info

Publication number
JPS5598200A
JPS5598200A JP292079A JP292079A JPS5598200A JP S5598200 A JPS5598200 A JP S5598200A JP 292079 A JP292079 A JP 292079A JP 292079 A JP292079 A JP 292079A JP S5598200 A JPS5598200 A JP S5598200A
Authority
JP
Japan
Prior art keywords
formula
compound
oxidized
trien
reacted
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
JP292079A
Other languages
Japanese (ja)
Other versions
JPS6144880B2 (en
Inventor
Akisuke Saiga
Kunishige Sugiyama
Seiichiro Nomoto
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.)
Eisai Co Ltd
Original Assignee
Eisai 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 Eisai Co Ltd filed Critical Eisai Co Ltd
Priority to JP292079A priority Critical patent/JPS5598200A/en
Publication of JPS5598200A publication Critical patent/JPS5598200A/en
Publication of JPS6144880B2 publication Critical patent/JPS6144880B2/ja
Granted legal-status Critical Current

Links

Classifications

    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

PURPOSE: To obtain the title compound which is an intermediate for the active vitamin D3 analogs advantageously, by using inexpensive lithocholic acid easily available in a large quantity as a starting material.
CONSTITUTION: Easily available lithocholic acid of formula I is esterified with a lower alkanol, oxidized with Jone's reagent to give a compound of formula II, which is reacted with 2-methyl-2-ethyl-1,3-dioxolan, hydrogenated with LiAlH4, and oxidized to form a compound of formula III. The resulting compound is reacted with (C6H5)3P=C (CH3)2, oxidized with an organic peracid, and hydrolyzed with an acid to form a compound of formula IV, which is diacylated, and dehydrogenated to have a double bond introduced. The protecting groups are eliminated to give 24ξ, 25-dihydroxy-cholesta-1,4,6-trien-3-one (D) of formula V in an overall yield ≥ about 5.5%. 1, 24ξ, 25-Trihydroxycholecaciferol can be derived from D.
COPYRIGHT: (C)1980,JPO&Japio
JP292079A 1979-01-17 1979-01-17 Preparation of 24xi, 25-dihydroxycholesta-1,4,6-trien-3-one Granted JPS5598200A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP292079A JPS5598200A (en) 1979-01-17 1979-01-17 Preparation of 24xi, 25-dihydroxycholesta-1,4,6-trien-3-one

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP292079A JPS5598200A (en) 1979-01-17 1979-01-17 Preparation of 24xi, 25-dihydroxycholesta-1,4,6-trien-3-one

Publications (2)

Publication Number Publication Date
JPS5598200A true JPS5598200A (en) 1980-07-25
JPS6144880B2 JPS6144880B2 (en) 1986-10-04

Family

ID=11542780

Family Applications (1)

Application Number Title Priority Date Filing Date
JP292079A Granted JPS5598200A (en) 1979-01-17 1979-01-17 Preparation of 24xi, 25-dihydroxycholesta-1,4,6-trien-3-one

Country Status (1)

Country Link
JP (1) JPS5598200A (en)

Also Published As

Publication number Publication date
JPS6144880B2 (en) 1986-10-04

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