A new synthesis of inosine from 5-amino-l- -D-ribofuranosyl-4-imidazole-carboxamide | Zendy

Masaru Okutsu | Zendy; Akihiro Yamazaki | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Open Access

A new synthesis of inosine from 5-amino-l- -D-ribofuranosyl-4-imidazole-carboxamide

Author(s) -

Masaru Okutsu,

Akihiro Yamazaki

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/3.1.231

Subject(s) - riboside , inosine , chloroform , biology , ring (chemistry) , imidazole , sodium methoxide , dichlorocarbene , stereochemistry , medicinal chemistry , biochemistry , chemistry , organic chemistry , catalysis , enzyme

Inosine was prepared (15% yield) by treatment of 5-amino-1-beta-D-ribofuranosyl-4-imidazolecarboxamide (AICA-riboside) with chloroform in the presence of sodium methoxide. This ring closure can be reasonably explained by assuming the formation of dichlorocarbene from chloroform and alkali. Carbon tetrachloride or hexachloroethane as a carbene source was more effective for the ring closure of AICA-riboside, giving inosine in 48% and 51% yields respectively.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research