Literature DB >> 11843583

Synthesis of novel D-2'-deoxy-2'-C-difluoromethylene-4'-thiocytidine as a potential antitumor agent.

Moo Hong Lim1, Hea Ok Kim, Hyung Ryong Moon, Moon Woo Chun, Lak Shin Jeong.   

Abstract

[reaction: see text] 2'-Deoxy-2'-C-difluoromethylene-4'-thiocytidine (4) as a potential antitumor agent was synthesized starting from L-xylose via 2-deoxy-2-C-difluoromethylene-4-thiosugar as a key intermediate. An elimination product, 8, was always formed as the major product during removal of the protecting groups under acidic or basic conditions. However, utilizing neutral reaction conditions to remove the protecting groups afforded the desired product 4 exclusively.

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Year:  2002        PMID: 11843583     DOI: 10.1021/ol017112v

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Synthesis and Biological Evaluation of Novel 3'-Difluorovinyl Taxoids.

Authors:  Larissa Kuznetsova; Liang Sun; Jin Chen; Xianrui Zhao; Joshua Seitz; Manisha Das; Yuan Li; Jean M Veith; Paula Pera; Ralph J Bernacki; Shujun Xia; Susan B Horwitz; Iwao Ojima
Journal:  J Fluor Chem       Date:  2012-07-28       Impact factor: 2.050

Review 2.  Glycosylation reactions mediated by hypervalent iodine: application to the synthesis of nucleosides and carbohydrates.

Authors:  Yuichi Yoshimura; Hideaki Wakamatsu; Yoshihiro Natori; Yukako Saito; Noriaki Minakawa
Journal:  Beilstein J Org Chem       Date:  2018-06-28       Impact factor: 2.883

3.  Characterization of a xylitol dehydrogenase from Aspergillus flavus and its application in l-xylulose production.

Authors:  Anurag Kumar; Jinglin Li; Sanath Kondaveeti; Bakul Singh; Ramasamy Shanmugam; Vipin Chandra Kalia; In-Won Kim; Jung-Kul Lee
Journal:  Front Bioeng Biotechnol       Date:  2022-09-12
  3 in total

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