WO2007122333A3 - Procede pour l'obtention de disulfures et thiosulfinates et composes obtenus - Google Patents

Procede pour l'obtention de disulfures et thiosulfinates et composes obtenus Download PDF

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Publication number
WO2007122333A3
WO2007122333A3 PCT/FR2007/000691 FR2007000691W WO2007122333A3 WO 2007122333 A3 WO2007122333 A3 WO 2007122333A3 FR 2007000691 W FR2007000691 W FR 2007000691W WO 2007122333 A3 WO2007122333 A3 WO 2007122333A3
Authority
WO
WIPO (PCT)
Prior art keywords
atoms
preparing
compounds prepared
thiosulphinates
disulphides
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/FR2007/000691
Other languages
English (en)
Other versions
WO2007122333A2 (fr
Inventor
Jean-Luc Decout
Beatrice Gerland
Jerome Desire
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.)
Universite Joseph Fourier Grenoble 1
Original Assignee
Universite Joseph Fourier Grenoble 1
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 claimed from FR0603614A external-priority patent/FR2900151A1/fr
Priority claimed from FR0609460A external-priority patent/FR2907786B1/fr
Application filed by Universite Joseph Fourier Grenoble 1 filed Critical Universite Joseph Fourier Grenoble 1
Priority to CA002650186A priority Critical patent/CA2650186A1/fr
Priority to JP2009507112A priority patent/JP2009534448A/ja
Priority to US12/298,156 priority patent/US8236945B2/en
Priority to EP07731350A priority patent/EP2016088A2/fr
Publication of WO2007122333A2 publication Critical patent/WO2007122333A2/fr
Publication of WO2007122333A3 publication Critical patent/WO2007122333A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Procédé pour l'obtention d'un composé répondant à la formule (I) Rl-S(O)x-S(O)yR2 dans laquelle R1 représente un reste moléculaire hydrocarboné pouvant être substitué et/ou interrompu par un ou des atomes et/ou par un ou des groupements comprenant un ou des atomes, lesdits atomes étant choisis parmi N, O, P, S, Si, X où X représente un halogène ; R2 représente, indépendamment de R1, un groupement carboné ou un reste moléculaire hydrocarboné pouvant être substitué et/ou interrompu par un ou des atomes et/ou par un ou des groupements comprenant un ou des atomes, lesdits atomes étant choisis parmi N, O, P, S, Si, X où X représente un halogène, et x et y sont choisis parmi O et 1 tels que la somme de x et y soit au plus égale à 1 , caractérisé en ce qu'on fait réagir un composé de formule (II) R1-S(O)x-R3-Si(R4)(R5)(R6) dans laquelle R3 représente une chaîne hydrocarbonée de deux atomes de carbone, éventuellement insaturée et/ou substituée, et R4, R5 et R6, identiques ou différents, représentent chacun, indépendamment les uns des autres, un groupement hydrocarboné, avec un composé de formule (VII) R2-S(0)y-X où X représente un halogène, composés intermédiaires et composés obtenus.
PCT/FR2007/000691 2006-04-24 2007-04-24 Procede pour l'obtention de disulfures et thiosulfinates et composes obtenus Ceased WO2007122333A2 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CA002650186A CA2650186A1 (fr) 2006-04-24 2007-04-24 Procede pour l'obtention de disulfures et thiosulfinates et composes obtenus
JP2009507112A JP2009534448A (ja) 2006-04-24 2007-04-24 ジスルフィドおよびチオスルフィネート化合物の調製工程
US12/298,156 US8236945B2 (en) 2006-04-24 2007-04-24 Process for preparing disulfides and thiosulphinates and compounds prepared
EP07731350A EP2016088A2 (fr) 2006-04-24 2007-04-24 Procede pour l'obtention de disulfures et thiosulfinates et composes obtenus

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR0603614A FR2900151A1 (fr) 2006-04-24 2006-04-24 Procede pour l'obtention de disulfures et thiosulfinates et composes obtenus
FR06/03614 2006-04-24
FR0609460A FR2907786B1 (fr) 2006-10-27 2006-10-27 Thionucleosides et applications pharmaceutiques
FR06/09460 2006-10-27

Publications (2)

Publication Number Publication Date
WO2007122333A2 WO2007122333A2 (fr) 2007-11-01
WO2007122333A3 true WO2007122333A3 (fr) 2008-01-03

Family

ID=38331108

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2007/000691 Ceased WO2007122333A2 (fr) 2006-04-24 2007-04-24 Procede pour l'obtention de disulfures et thiosulfinates et composes obtenus

Country Status (5)

Country Link
US (1) US8236945B2 (fr)
EP (1) EP2016088A2 (fr)
JP (1) JP2009534448A (fr)
CA (1) CA2650186A1 (fr)
WO (1) WO2007122333A2 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103232507B (zh) * 2012-04-27 2016-07-06 北京大学 修饰核苷单体及其合成方法和应用
CN111601813A (zh) * 2018-01-19 2020-08-28 株式会社大阪曹达 有机硅化合物及使用了该有机硅化合物的橡胶组合物

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62283982A (ja) 1986-05-29 1987-12-09 Sunstar Giken Kk ビス〔（アルコキシシリル）アルキル〕ジスルフイドの製法
EP0348170A3 (fr) 1988-06-21 1990-12-05 Moses Nam Fong Lee Dérivés antiviraux de pyrimidine
JPH11349594A (ja) 1998-06-08 1999-12-21 Shin Etsu Chem Co Ltd 短鎖ポリスルフィドシラン混合物の製造方法
US6384256B1 (en) 2001-06-29 2002-05-07 Dow Corning Corporation Process for the preparation of sulfur-containing organosilicon compounds
FR2907786B1 (fr) * 2006-10-27 2009-09-18 Univ Grenoble 1 Thionucleosides et applications pharmaceutiques

Non-Patent Citations (11)

* Cited by examiner, † Cited by third party
Title
ANDERSON, M. B. ET AL: "Cytochalasin support studies. 10. Nucleophilic and electrophilic mercaptanylations via 2-(trimethylsilyl)ethanethiol-derived reagents", JOURNAL OF ORGANIC CHEMISTRY, vol. 53, no. 13, 1988, pages 3125 - 3127, XP002417957 *
BLOCK, ERIC ET AL: "The chemistry of alkyl thiosulfinate esters. 9. Serendipitious synthesis of alkyl trimethylsilydithioformates by trapping of bis(trimethylsilyl)thione with alkanesulfenic acids. Synthesis of bis- and tris(trimethylsilyl)methanethiols", TETRAHEDRON LETTERS, vol. 26, no. 19, 1985, pages 2259 - 2262, XP002457390 *
BRZEZINSKA, EWA ET AL: "Disulfides. 1. Syntheses Using 2,2'-Dithiobis(benzothiazole)", JOURNAL OF ORGANIC CHEMISTRY, vol. 59, no. 26, 1994, pages 8239 - 8244, XP002417956 *
CHAMBERT, STEPHANE ET AL: "2-(Trimethylsilyl)ethanethiol in Nucleoside Chemistry. A Short Route for Preparing Thionucleosides and Their Methyl Disulfides", JOURNAL OF ORGANIC CHEMISTRY, vol. 65, no. 1, 2000, pages 249 - 253, XP002417827 *
CHAMBERT, STEPHANE ET AL: "2-Trimethylsilylethyl Sulfides in the von Braun Cyanogen Bromide Reaction: Selective Preparation of Thiocyanates and Application to Nucleoside Chemistry", JOURNAL OF ORGANIC CHEMISTRY, vol. 67, no. 6, 2002, pages 1898 - 1904, XP002417828 *
CHAMBERT, STEPHANE ET AL: "The 2-(trimethylsilyl)ethyl sulfur group in synthesis", SYNTHESIS, vol. 16, 2002, pages 2319 - 2334, XP002447017 *
FERRITTO, RAFAEL ET AL: "Photoreductive cleavage of phenyl-selenium bonds of phenylselenoalkanes", TETRAHEDRON LETTERS, vol. 35, no. 8, 1994, pages 1193 - 1196, XP002457391 *
HIGSON, ADRIAN P. ET AL: "Synthesis and structure of S- nucleosidyl S-aryl disulfides and their reaction with phosphites", TETRAHEDRON, vol. 52, no. 3, 1996, pages 1027 - 1034, XP002417962 *
MILLER, NAISHUN ET AL: "Nucleosides . XXI. Synthesis of some 3'-substituted 2',3'dideoxyribonucleosides of thymine and 5-methylcytosine", JOURNAL OF ORGANIC CHEMISTRY, vol. 29, no. 7, 1964, pages 1772 - 1776, XP002417958 *
SUN, SENGEN ET AL: "Synthesis of 3'-thioribonucleosides and their incorporation into oligoribonucleotides via phosphoramidite chemistry", RNA, vol. 3, no. 11, 1997, pages 1352 - 1363, XP002337182 *
WEMPEN, IRIS ET AL: "Nucleosides . LV. Synthesis of a sulfur-bridged thymine anhydronucleoside and derivatives", JOURNAL OF ORGANIC CHEMISTRY, vol. 34, no. 4, 1969, pages 1020 - 1025, XP002417960 *

Also Published As

Publication number Publication date
EP2016088A2 (fr) 2009-01-21
US8236945B2 (en) 2012-08-07
JP2009534448A (ja) 2009-09-24
WO2007122333A2 (fr) 2007-11-01
US20090264637A1 (en) 2009-10-22
CA2650186A1 (fr) 2007-11-01

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