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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 (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
SHIMAMURA Satoshi (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
IMOTO Junichi (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
TAKAHASHI Motomasa (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
WATANABE Katsuyuki (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
WADA Kenji (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
FUJINO Yuuta (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
MATSUMOTO Takuya (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
TAKAHASHI Makoto (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
OKADA Hideki (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
YAMANE Takehiro (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
ITO Takayuki (577 Ushijima, Kaisei-machi, Ashigarakami-gu, Kanagawa 77, 〒2588577, JP)
Application Number:
JP2013/071871
Publication Date:
February 20, 2014
Filing Date:
August 13, 2013
Export Citation:
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Assignee:
FUJIFILM CORPORATION (26-30, Nishiazabu 2-chome Minato-k, Tokyo 20, 〒1068620, 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
See also references of EP 2883866A4
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
Attorney, Agent or Firm:
SIKS & CO. (8th Floor, Kyobashi-Nisshoku Bldg. 8-7, Kyobashi 1-chome, Chuo-k, Tokyo 31, 〒1040031, JP)
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