Synthesis of guanosine and its derivatives from 5-amino-l- -D-ribofuranosyl-4-imidazolecarboxamide. IV. A new route to guanosine via cyanamide derivative | Zendy

Akihiro Yamazaki | Zendy; Masaru Okutsu | Zendy; Yoshitaka Yamada | Zendy

Open Access

Synthesis of guanosine and its derivatives from 5-amino-l- -D-ribofuranosyl-4-imidazolecarboxamide. IV. A new route to guanosine via cyanamide derivative

Author(s) -

Akihiro Yamazaki,

Masaru Okutsu,

Yoshitaka Yamada

Publication year - 1976

Publication title -

nucleic acids research

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 9.008

H-Index - 537

eISSN - 1362-4954

pISSN - 0305-1048

DOI - 10.1093/nar/3.1.251

Subject(s) - guanosine , riboside , guanine , cyanamide , alkali metal , derivative (finance) , amino acid , stereochemistry , biology , nucleoside , biochemistry , combinatorial chemistry , chemistry , nucleotide , organic chemistry , financial economics , economics , gene

4-Cyanamido-5-imidazolecarboxamide (IV) was prepared by brief treatment of 5-(S-methylisothiocarbamoyl) amino-4-imidazolecarboxamide (V) with alkali. Compound VI was converted in an alkaline solution to either guanine (VII) or isoguanine (VIII), depending on the concentration of alkali. This procedure was applied to the synthesis of 2',3'-0-isopropylideneguanosine (XVI) from the riboside of 5-(N'-benzoyl-S-methylthiocarbamoyl) amino-4-imidazolecarboxamide (IX), PROviding a new route to XVI.

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