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Esters phosphoriques cycliques ou non cycliques de quelques O ‐isopropylidène‐1,2‐α‐ D ‐pentofurannoses. Communication préliminaire
Author(s) -
Tronchet Jean M. J.,
Neeser JeanRichard,
Charollais Etienne J.
Publication year - 1977
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19770600129
Subject(s) - chemistry , sugar , moiety , phosphate , stereochemistry , derivative (finance) , medicinal chemistry , organic chemistry , financial economics , economics
Cyclic and acyclic phosphate esters of some 1,2‐ O ‐isopropylidene‐α‐ D ‐pentofuranoses When treated with monophenyl phosphorodichloridate, 1,2‐ O ‐isopropylidene‐α‐ D ‐xylofuranose gave the two possible, isolable isomers of the corresponding 3,5‐cylic phenylphosphate. Upon phosphorylation of the same sugar derivative using bis (2,2,2‐trichloroethyl) phosphorochloridate only one isomer was formed. The same situation obtained when preparing 1,2‐ O ‐isopropylidene‐α‐ D ‐ribofuranose‐3,5‐cyclic phenylphosphate. The synthesis of a new kind of sugar phosphate with a branched‐chain unsaturated sugar moiety namely the trans ‐3‐deoxy‐3‐ C ‐cyanomethylene‐1,2‐ O ‐isopropylidene‐ D ‐ erytho ‐pentofuranose 5‐ bis (2,2,2‐trichloroethyl) phosphate is also described.