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Title:
INTERMEDIATE FOR SYNTHESIS OF 1-(2-DEOXY-2-FLUORO-4-THIO-β-D-ARABINOFURANOSYL) CYTOSINE, INTERMEDIATE FOR SYNTHESIS OF THIONUCLEOSIDE, AND METHODS FOR PRODUCING THESE INTERMEDIATES
Document Type and Number:
WIPO Patent Application WO/2014/027658
Kind Code:
A1
Abstract:
A compound represented by general formula [1D] (in the formula, R1A, R1B, R2A, R2B, R3A and R3B each denote a hydrogen atom, an optionally substituted C1-6 alkyl group, and the like) is useful as an intermediate for producing a thionucleoside, and this production method is useful as a method for producing a thionucleoside.

Inventors:
NAKAMURA KOUKI (JP)
SHIMAMURA SATOSHI (JP)
IMOTO JUNICHI (JP)
TAKAHASHI MOTOMASA (JP)
WATANABE KATSUYUKI (JP)
WADA KENJI (JP)
FUJINO YUUTA (JP)
MATSUMOTO TAKUYA (JP)
TAKAHASHI MAKOTO (JP)
OKADA HIDEKI (JP)
YAMANE TAKEHIRO (JP)
ITO TAKAYUKI (JP)
Application Number:
PCT/JP2013/071871
Publication Date:
February 20, 2014
Filing Date:
August 13, 2013
Export Citation:
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Assignee:
FUJIFILM CORP (JP)
International Classes:
C07C251/38; A61K31/7068; A61P35/00; C07C45/00; C07C47/277; C07C249/04; C07C303/28; C07C309/73; C07H5/02; C07H5/10; C07H19/06; C07B53/00
Domestic Patent References:
WO1997038001A11997-10-16
WO2011074484A12011-06-23
WO1997038001A11997-10-16
WO2011074484A12011-06-23
Foreign References:
JP2006335737A2006-12-14
CN101058557A2007-10-24
JPH10282039A1998-10-23
Other References:
WANG W-B ET AL: "SYNLETT", no. 3, 2010, pages 488 - 492, XP055195251
OTOTANI ET AL: "PREPARATION AND ANTITUMOR ACTIVITY OF 4'-THIO ANALOGS OF 2,2'-ANHYDRO-1-.BETA.-D-ARABINOFURANOSYLCYTOSINE", J MED. CHEM 0022-2623, vol. 17, no. 5, 1974, pages 535 - 537, XP000651717
YOSHIMURA Y ET AL, J. ORG. CHEM LETT, vol. 64, no. 21, 2006, pages 7912 - 7920, XP055195175
KAWANA M. ET AL: "THE SYNTHESIS OF 2',3'-DIDEOXYCYTIDINE AND ITS 2'-AZIDO ANALOGUE. APPLICATIONS OF THE DEOXYGENATIVE [1,2]-HYDRIDE SHIFT OF SULFONATES WITH MG(OME)2-NABH4", CHEM LETT, 1987, pages 2419 - 2422, XP055253966
JEAN-BAPTISTE, L. ET AL: "SYNTHESIS OF 2',3'-DIDEOXY-2'-FLUORO-4'-THIONUCLEOSIDES FROM A FLUOROXANTHATE", SYNLETT, vol. 6, 2008, pages 817 - 820, XP055207778
ZHENG, F. ET AL: "SYNTHESIS OF L-BETA-3'-DEOXY-3',3'-DIFLUORO-4'-THIONUCLEOSIDES", ORGANIC LETTERS, vol. 8, no. 26, December 2006 (2006-12-01), pages 6083 - 6086, XP055207779
COTTRELL, A.G.: "REACTIONS OF SUGAR CHLOROSULFATES: VII. SOME CONFORMATIONAL ASPECTS", CANADIAN JOURNAL OF CHEMISTRY, vol. 44, no. 13, 1 July 1966 (1966-07-01), pages 1483 - 1491, XP055207781
KHARE K.N. ET AL: "SYNTHESIS OF 4-DEOXY-4-THIOARABINOFURANOSYL DISACCHARIDES, ANALOGS OF MYCOBACTERIAL ARABINOGALACTAN", INDIAN JOURNAL OF CHEMISTRY, vol. 47B, November 2008 (2008-11-01), pages 1748 - 1752, XP055207782
JOURNAL OF MEDICINAL CHEMISTRY, vol. 46, 2003, pages 389 - 398
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, pages 203 - 210
W. GREENE ET AL.: "Protective Groups in Organic Synthesis", 2007, JOHN WILEY & SONS, INC, pages: 16 - 366
W. GREENE ET AL.: "Protective Groups in Organic Synthesis", 2007, JOHN WILEY & SONS, INC, pages: 696 - 926
W. GREENE ET AL.: "Protective Groups in Organic Synthesis", 2007, JOHN WILEY & SONS, INC, pages: 533 - 646
"Protective Groups in Organic Synthesis", 2007, JOHN WILEY & SONS, INC., pages: 696 - 926
"Protective Groups in Organic Synthesis", 2007, JOHN WILEY & SONS, INC, pages: 696 - 926
See also references of EP 2883866A4
Attorney, Agent or Firm:
SIKs & Co. (JP)
Patent business corporation patent firm Sykes (JP)
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