WO2009078029A3 - An improved process for the preparation of trans 3,4- diarylchroman and their derivatives - Google Patents

An improved process for the preparation of trans 3,4- diarylchroman and their derivatives Download PDF

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Publication number
WO2009078029A3
WO2009078029A3 PCT/IN2008/000083 IN2008000083W WO2009078029A3 WO 2009078029 A3 WO2009078029 A3 WO 2009078029A3 IN 2008000083 W IN2008000083 W IN 2008000083W WO 2009078029 A3 WO2009078029 A3 WO 2009078029A3
Authority
WO
WIPO (PCT)
Prior art keywords
trans
diarylchroman
preparation
derivatives
improved process
Prior art date
Application number
PCT/IN2008/000083
Other languages
French (fr)
Other versions
WO2009078029A2 (en
Inventor
Devi Prasad Sahu
Original Assignee
Council Scient Ind Res
Devi Prasad Sahu
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 Council Scient Ind Res, Devi Prasad Sahu filed Critical Council Scient Ind Res
Priority to BRPI0820944A priority Critical patent/BRPI0820944A8/en
Publication of WO2009078029A2 publication Critical patent/WO2009078029A2/en
Publication of WO2009078029A3 publication Critical patent/WO2009078029A3/en
Priority to ZA2010/04272A priority patent/ZA201004272B/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrane Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention describes an improved and advantageous process of preparation of trans 3,4-diarylchroman and similar derivatives there of, useful as anti-fertility, anti-osteoporotic and breast cancer drugs. Condensation of arenes with 2,2- dialkyl-3-aryl chromene in presence of a Lewis acid furnishes trans -3,4-diaryl- 2,2-dialkylchroman exclusively. Thus trans-2,2-dimethyl-3-phenyl-4-(4- hydroxyphenyl) chroman the precursor of Ormeloxifene is obtained in excellent yield by hydroarylation of phenol with 2,2-dimethyl-3-phenyl chromene.
PCT/IN2008/000083 2007-12-17 2008-02-08 An improved process for the preparation of trans 3,4- diarylchroman and their derivatives WO2009078029A2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
BRPI0820944A BRPI0820944A8 (en) 2007-12-17 2008-02-08 improved process for the preparation of trans 3,4-diarylchroman and its derivatives
ZA2010/04272A ZA201004272B (en) 2007-12-17 2010-06-17 An improved process for the preparation of trans 3,4-diarylchroman and their derivatives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN2639DE2007 2007-12-17
IN2639/DEL/2007 2007-12-17

Publications (2)

Publication Number Publication Date
WO2009078029A2 WO2009078029A2 (en) 2009-06-25
WO2009078029A3 true WO2009078029A3 (en) 2009-08-13

Family

ID=39684329

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2008/000083 WO2009078029A2 (en) 2007-12-17 2008-02-08 An improved process for the preparation of trans 3,4- diarylchroman and their derivatives

Country Status (3)

Country Link
BR (1) BRPI0820944A8 (en)
WO (1) WO2009078029A2 (en)
ZA (1) ZA201004272B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2362773A4 (en) * 2008-10-22 2012-05-09 Novogen Res Pty Ltd Methods for inducing programmed cell death

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
GERNOT FRENKING: "RÖMPP", 2006, GEORG THIEME VERLAG, XP002493004 *
JI, XIAO-SHEN ET AL: "Improvement for the synthesis of centchroman", JOURNAL OF CHINESE PHARMACEUTICAL SCIENCES , 7(2), 69-71 CODEN: JCHSE4; ISSN: 1003-1057, 1998, XP009104749 *
RICHARD W. J. CARNEY, WILLIAM L. BENCZE, JANICE WOJTKUNSKI, ALFRED A. RENZI, LOUIS DORFMAN, AND GEORGE DESTEVENS: "Derivatives of 3,4-Diphenylchromanes as Estrogens and Implantation Inhibitors", J. MED. CHEM., vol. 9, no. 4, 1966, pages 516 - 520, XP002492772 *

Also Published As

Publication number Publication date
BRPI0820944A8 (en) 2019-01-15
WO2009078029A2 (en) 2009-06-25
ZA201004272B (en) 2011-03-30
BRPI0820944A2 (en) 2015-06-30

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