WO2012032534A3 - Furanose derivatives and their applications in synthesis of statins - Google Patents

Furanose derivatives and their applications in synthesis of statins Download PDF

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Publication number
WO2012032534A3
WO2012032534A3 PCT/IN2011/000523 IN2011000523W WO2012032534A3 WO 2012032534 A3 WO2012032534 A3 WO 2012032534A3 IN 2011000523 W IN2011000523 W IN 2011000523W WO 2012032534 A3 WO2012032534 A3 WO 2012032534A3
Authority
WO
WIPO (PCT)
Prior art keywords
synthesis
statins
applications
furanose derivatives
furanose
Prior art date
Application number
PCT/IN2011/000523
Other languages
French (fr)
Other versions
WO2012032534A2 (en
Inventor
Thoomu Apparao
Prasanta K Ghosh
Braja Sunder Pradhan
Ch Rangarao
Naresh Vempala
Original Assignee
Helvetica Industries (P) Limited
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
Priority to IN1583DE2010 priority Critical
Priority to IN1583/DEL/2010 priority
Priority to IN2641/DEL/2010 priority
Priority to IN2641DE2010 priority
Application filed by Helvetica Industries (P) Limited filed Critical Helvetica Industries (P) Limited
Publication of WO2012032534A2 publication Critical patent/WO2012032534A2/en
Publication of WO2012032534A3 publication Critical patent/WO2012032534A3/en

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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
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D307/32Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/01Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/11Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton
    • C07C255/14Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton containing cyano groups and esterified hydroxy groups bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63Esters of sulfonic acids
    • C07C309/64Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C07C309/66Methanesulfonates
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring heteroatom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/12Compounds containing oxirane rings with hydrocarbon radicals substituted by singly or doubly bound oxygen atoms
    • C07D303/18Compounds containing oxirane rings with hydrocarbon radicals substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/24Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds
    • C07D303/26Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds having one or more free hydroxyl radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D307/60Two oxygen atoms, e.g. succinic anhydride
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D407/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Abstract

The present invention relates to compounds of formula XXII and their synthesis from furanose derivatives as shown hereunder. Compounds of formula XXII are of use in the synthesis of statins.
PCT/IN2011/000523 2010-09-06 2011-08-08 Furanose derivatives and their applications in synthesis of statins WO2012032534A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
IN1583DE2010 2010-09-06
IN1583/DEL/2010 2010-09-06
IN2641/DEL/2010 2010-11-03
IN2641DE2010 2010-11-03

Publications (2)

Publication Number Publication Date
WO2012032534A2 WO2012032534A2 (en) 2012-03-15
WO2012032534A3 true WO2012032534A3 (en) 2012-08-02

Family

ID=44910033

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2011/000523 WO2012032534A2 (en) 2010-09-06 2011-08-08 Furanose derivatives and their applications in synthesis of statins

Country Status (1)

Country Link
WO (1) WO2012032534A2 (en)

Non-Patent Citations (8)

* Cited by examiner, † Cited by third party
Title
BECUCCI T ET AL: "3-deoxy-D-glycero-pentulose: a convenient starting material for the synthesis of 4-hydroxyprolinol", GAZZETTA CHIMICA ITALIANA, SOCIETA CHIMICA, ITALIANA, ROME; IT, vol. 127, no. 2, 1 January 1997 (1997-01-01), pages 73 - 78, XP008145363, ISSN: 0016-5603 *
DANIEL SCHLAWE ET AL: "Iron-Containing Nucleoside Analogues with Pronounced Apoptosis-Inducing Activity", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, vol. 43, no. 13, 19 March 2004 (2004-03-19), pages 1731 - 1734, XP055012317, ISSN: 1433-7851, DOI: 10.1002/anie.200353132 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1997, BECUCCI, TERESA; CAPOZZI, GIUSEPPE; MENICHETTI, STEFANO; NATIVI, CRISTINA; SALSINI, LIANA: "3-Deoxy-D-glycero-pentulose: a convenient starting material for the synthesis of 4-hydroxyprolinol", XP002663807, retrieved from STN Database accession no. 1997:459442 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; ATTWOOD, STEPHEN V.; BARRETT, ANTHONY G. M.: "A convenient procedure for the deoxygenation and homologation of D-ribose derivatives", XP002663809, retrieved from STN Database accession no. 1984:592304 *
J ARIZA: "Stereoselective Synthesis of 4,5-Dihydroxy-D-erythro- and 4,5-Dihydroxy-D-threo-L-norvaline from D-Ribonolactone", TETRAHEDRON, vol. 49, no. 6, 5 February 1993 (1993-02-05), pages 1315 - 1326, XP055012374, ISSN: 0040-4020, DOI: 10.1016/S0040-4020(01)85821-X *
KAZUTOSHI MIYAZAWA ET AL: "A Convenient Synthesis of (2S,4R)-1-Acetoxy-2,4-O-Isopropylidene-1,2, 5-Pentanetriol by Using Lipase Catalyzed Regio- and Enantioselective Reactions", CHEMISTRY LETTERS, vol. 22, no. 9, 1 January 1993 (1993-01-01), CHEMICAL SOCIETY OF JAPAN, JP, pages 1529 - 1530, XP008145352, ISSN: 0366-7022, DOI: 10.1246/CL.1993.1529 *
LIPSHUTZ B H ET AL: "More highly mixed, higher order cyanocuprates ''RT(2-thienyl)Cu(CN)Li2''. Efficient reagents which promote selective ligand transfer", JOURNAL OF ORGANOMETALLIC CHEMISTRY, ELSEVIER-SEQUOIA S.A. LAUSANNE, CH, vol. 285, no. 1-3, 16 April 1985 (1985-04-16), pages 437 - 447, XP026619807, ISSN: 0022-328X, [retrieved on 19850416], DOI: 10.1016/0022-328X(85)87388-5 *
STEPHEN V ATTWOOD AND ANTHONY G M BARRETT: "A convenient procedure for the deoxygenation and homologation of D-ribose derivatives", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 1, CHEMICAL SOCIETY, LETCHWORTH; GB, 1 January 1984 (1984-01-01), pages 1315 - 1322, XP008145385, ISSN: 0300-922X, DOI: 10.1039/P19840001315 *

Also Published As

Publication number Publication date
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