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WO2008062468A3 - Process for the preparation of optically pure indeno [5,4-b] furan derivatives - Google Patents

Process for the preparation of optically pure indeno [5,4-b] furan derivatives Download PDF

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Publication number
WO2008062468A3
WO2008062468A3 PCT/IN2007/000491 IN2007000491W WO2008062468A3 WO 2008062468 A3 WO2008062468 A3 WO 2008062468A3 IN 2007000491 W IN2007000491 W IN 2007000491W WO 2008062468 A3 WO2008062468 A3 WO 2008062468A3
Authority
WO
WIPO (PCT)
Prior art keywords
indeno
preparation
furan derivatives
optically pure
critical
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.)
Ceased
Application number
PCT/IN2007/000491
Other languages
French (fr)
Other versions
WO2008062468A2 (en
Inventor
Sanjog Ramdharane
Tejas Chandrakant Shah
Jayesh Mohanlal Pandya
Manoj Kumar Singh
Virendra Kumar Agrawal
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.)
Zydus Lifesciences Ltd
Original Assignee
Cadila Healthcare 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 Cadila Healthcare Ltd filed Critical Cadila Healthcare Ltd
Publication of WO2008062468A2 publication Critical patent/WO2008062468A2/en
Publication of WO2008062468A3 publication Critical patent/WO2008062468A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present invention relates to a novel and efficient method for the preparation of chirally active indeno[5,4-b]furan derivatives, which includes separation of chirally pure intermediates and / or racemic Ramelteon in its pure isomeric form and free from other impurities, by the separation of isomers using chiral and/or achiral stationary phases for batch process, super-critical or sub-critical chromatography and/or continuous process chromatography.
PCT/IN2007/000491 2006-10-26 2007-10-15 Process for the preparation of optically pure indeno [5,4-b] furan derivatives Ceased WO2008062468A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN1772/MUM/2006 2006-10-26
IN1772MU2006 2006-10-26

Publications (2)

Publication Number Publication Date
WO2008062468A2 WO2008062468A2 (en) 2008-05-29
WO2008062468A3 true WO2008062468A3 (en) 2008-07-24

Family

ID=39361951

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2007/000491 Ceased WO2008062468A2 (en) 2006-10-26 2007-10-15 Process for the preparation of optically pure indeno [5,4-b] furan derivatives

Country Status (1)

Country Link
WO (1) WO2008062468A2 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008150953A1 (en) * 2007-05-30 2008-12-11 Dr. Reddy's Laboratories Ltd. Process of making ramelteon and related substances
WO2008151170A2 (en) 2007-05-31 2008-12-11 Teva Pharmaceutical Industries Ltd. Process for the synthesis of ramelteon and its intermediates
WO2009093133A1 (en) * 2008-01-25 2009-07-30 Medichem, S.A. Method for determining the enantiomeric purity of indane derivatives
JP2011528012A (en) * 2008-07-14 2011-11-10 レツク・フアーマシユーテイカルズ・デー・デー Synthesis of 6,7-dihydro-1H-indeno [5,4-B] furan-8 (2H) -one as an intermediate in the preparation of ramelteon
WO2010041271A2 (en) 2008-09-16 2010-04-15 Usv Limited Process for preparation of (s)-n-[2-(1,6,7,8-tetrahydro-2h-indeno[5,4-b]furan-8-yl)ethyl] propionamide and novel intermediates thereof
AU2009315280A1 (en) * 2008-11-14 2010-05-20 Watson Pharma Private Limited Process for the preparation of ramelteon
WO2012035303A2 (en) 2010-09-17 2012-03-22 Cipla Limited Et Al A novel process for synthesis of ramelteon, and key intermediates for the synthesis of ramelteon
CN104327021A (en) * 2014-11-24 2015-02-04 苏州乔纳森新材料科技有限公司 Resolution method of ramelteon intermediate
CN115494170B (en) * 2022-09-05 2025-03-21 湖南先施制药有限公司 A detection and separation method for ramelteon intermediate and its optical isomers
US20250228798A1 (en) * 2024-01-17 2025-07-17 Rivo Bio, Inc. Indane-, indene-, azaindane-, and azaindene-amines as activators of serotonin receptors

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6034239A (en) * 1996-03-08 2000-03-07 Takeda Chemical Industries, Ltd. Tricyclic compounds, their production and use

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6034239A (en) * 1996-03-08 2000-03-07 Takeda Chemical Industries, Ltd. Tricyclic compounds, their production and use

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
RIVARA ET AL: "Reassessing the melatonin pharmacophore-Enantiomeric resolution, pharmacological activity, structure analysis, and molecular modeling of a constrained chiral melatonin analogue", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER SCIENCE LTD, GB, vol. 14, no. 10, 15 May 2006 (2006-05-15), pages 3383 - 3391, XP005364989, ISSN: 0968-0896 *
T. YAMANO ET AL: "Approach to the stereoselective synthesis of melatonin receptor agonist Ramelteon via asymmetric hydrogenation", TETRAHEDRON ASYMMETRY, vol. 17, no. 2, 23 January 2006 (2006-01-23), NLELSEVIER, AMSTERDAM., pages 184 - 190, XP002481301 *
UCHIKAWA O ET AL: "Synthesis of a novel series of tricyclic indan derivatives as melatonin receptor agonists", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, vol. 45, 1 January 2002 (2002-01-01), pages 4222 - 4239, XP002990691, ISSN: 0022-2623 *

Also Published As

Publication number Publication date
WO2008062468A2 (en) 2008-05-29

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