Title:
NOVEL SYNTHESIS OF NUCLEOSIDE 5 ' -TRIPHOSPHATES AND THEIR DERIVATIVES
Document Type and Number:
WIPO Patent Application WO/2012/024625
Kind Code:
A3
Abstract:
Disclosed are compounds of nucleoside 5 '-triphosphates of formula (I), or derivatives thereof, or pharmaceutically acceptable salts of said nucleoside 5 '-triphosphates or said derivatives, wherein the Base of formula (I) is Adenine (A), Cytosine (C), Guanine (G), Thymine (T), Uracil (U), modified nucleobase or unnatural nucleobase; R1 is H or OH, R2 is H or OH, X is independently selected from the group consisting of O, S and Se; and Y is independently selected from the group consisting of O, B (borano, or BH3), S, and Se. Also disclosed are processes of preparing the compounds of formula (I), said process comprising steps according to Scheme A:
Inventors:
HUANG ZHEN (US)
Application Number:
PCT/US2011/048485
Publication Date:
April 26, 2012
Filing Date:
August 19, 2011
Export Citation:
Assignee:
SENA RES INC (US)
HUANG ZHEN (US)
HUANG ZHEN (US)
International Classes:
C07H19/20; C07H19/10; C07H21/00
Domestic Patent References:
| WO2003008432A1 | 2003-01-30 |
Other References:
JULIANNE CATON-WILLIAMS ET AL: "Protection-Free One-Pot Synthesis of 2'-Deoxynucleoside 5'-Triphosphates and DNA Polymerization", ORGANIC LETTERS, vol. 13, no. 16, 19 August 2011 (2011-08-19), pages 4156 - 4159, XP055016294, ISSN: 1523-7060, DOI: 10.1021/ol201073e
BURGESS K ET AL: "Synthesis of nucleoside triphosphates", CHEMICAL REVIEWS, AMERICAN CHEMICAL SOCIETY, US, vol. 100, 1 January 2000 (2000-01-01), pages 2047 - 2059, XP002464530, ISSN: 0009-2665, DOI: 10.1021/CR990045M
LUDWIG J ET AL: "RAPID AND EFFICIENT SYNTHESIS OF NUCLEOSIDE 5'-O-(1-THIOTRIPHOSPHATE S), 5'-TRIPHOSPHATES AND 2',3'-CYCLOPHOSPHOROTHIOATES USING 2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, EASTON.; US, vol. 54, no. 3, 3 February 1989 (1989-02-03), pages 631 - 635, XP000601546, ISSN: 0022-3263, DOI: 10.1021/JO00264A024
JANOS LUDWIG ET AL: "Synthesis of nucleoside 5'-O-(1,3-dithiotriphosphates) and 5'-O-(1,1-dithiotriphosphates)", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 56, no. 5, 1 March 1991 (1991-03-01), pages 1777 - 1783, XP055016349, ISSN: 0022-3263, DOI: 10.1021/jo00005a023
JANOS LUDWIG ET AL: "Stereospecific synthesis of guanosine 5'-O-(1,2-dithiotriphosphates)", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 56, no. 20, 1 September 1991 (1991-09-01), pages 5860 - 5865, XP055016430, ISSN: 0022-3263, DOI: 10.1021/jo00020a029
BURGESS K ET AL: "Synthesis of nucleoside triphosphates", CHEMICAL REVIEWS, AMERICAN CHEMICAL SOCIETY, US, vol. 100, 1 January 2000 (2000-01-01), pages 2047 - 2059, XP002464530, ISSN: 0009-2665, DOI: 10.1021/CR990045M
LUDWIG J ET AL: "RAPID AND EFFICIENT SYNTHESIS OF NUCLEOSIDE 5'-O-(1-THIOTRIPHOSPHATE S), 5'-TRIPHOSPHATES AND 2',3'-CYCLOPHOSPHOROTHIOATES USING 2-CHLORO-4H-1,3,2-BENZODIOXAPHOSPHORIN-4-ONE", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, EASTON.; US, vol. 54, no. 3, 3 February 1989 (1989-02-03), pages 631 - 635, XP000601546, ISSN: 0022-3263, DOI: 10.1021/JO00264A024
JANOS LUDWIG ET AL: "Synthesis of nucleoside 5'-O-(1,3-dithiotriphosphates) and 5'-O-(1,1-dithiotriphosphates)", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 56, no. 5, 1 March 1991 (1991-03-01), pages 1777 - 1783, XP055016349, ISSN: 0022-3263, DOI: 10.1021/jo00005a023
JANOS LUDWIG ET AL: "Stereospecific synthesis of guanosine 5'-O-(1,2-dithiotriphosphates)", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 56, no. 20, 1 September 1991 (1991-09-01), pages 5860 - 5865, XP055016430, ISSN: 0022-3263, DOI: 10.1021/jo00020a029
Attorney, Agent or Firm:
COURSEY, R., Stevan. et al. (171 17th Street NW, Suite 210, Atlanta GA, US)
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