A NEW METHOD FOR SYNTHESIZING THE ANTINEOPLASTIC NUCLEOSIDES 1-(2-AZIDO-2-DEOXY-β-D-ARABINOFURANOSYL)CYTOSINE (CYTARAZID) AND 1-(2-AMINO-2-DEOXY-β-D-ARABINOFURANOSYL)CYTOSINE (CYTARAMIN) FROM URIDINE

• 松田 彰

  Faculty of Pharmaceutical Sciences, Hokkaido University

• 安岡 譲二

  Faculty of Pharmaceutical Sciences, Hokkaido University

• 上田 亨

  Faculty of Pharmaceutical Sciences, Hokkaido University

抄録

A new method was developed for synthesizing of antineoplastic nucleosides 1-(2-azido-2-deoxy-β-D-arabinofuranosyl)cytosine (2) and 1-(2-amino-2-deoxy-β-D-arabinofuranosyl)-cytosine (3) from uridine. The reaction of N3-benzoyluridine derivative (5) with DPPA, triphenylphosphine and diethyl azodicarboxylate gave the desired 2'-azido-arabinosyl derivative (6), which was subsequently transformed to lead 2 and 3.

収録刊行物

• Chemical & pharmaceutical bulletin

  Chemical & pharmaceutical bulletin 37 (6), 1659-1661, 1989-06-25

  公益社団法人日本薬学会

キーワード

• cytarazid
• cytaramin
• uridine
• N3-benzoyluridine
• diethyl azo-dicarboxylate
• diphenylphosphorazide
• intermolecular nucleophilic substitution
• 1-(2-azido-2-deoxy-β-D-arabinofuranosyl)cytosine
• 1-(2-amino-2-deoxy-β-D-arabinofuranosyl)cytosine

詳細情報

• CRID: 1573387452275186944
• NII論文ID: 110003627831
• NII書誌ID: AA00602100
• ISSN: 00092363
• 本文言語コード: en
• データソース種別:
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