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Isotopically labeled carbamates

Amino-l-hydroxyethyl)phosphonic acid occurs in the plasma membrane of Acanthamoeba castellani and the 2R isomer is formed, in that organism, by the hydroxy-lation of (2-aminoethvl)phosphonic acid This biosynthesis step in vitro has been studied by Hammerschmidt" who synthesized various chiral deuterium-labelled derivatives of both compounds using the isotopically labelled 2-benzyloxyethanal in Abramov reactions to obtain, initially, the dimethyl (2-benzyloxy-l-hydroxyethyl)phosphonate (362). This ester was resolved through the diastereoisomeric carbamates 363 the separated carbamates were sequentially de-l-O-protected, silylated at the a-HO group, debenzylat-ed and, by means of the Mitsunobu reaction, converted into dimethyl [2-eizido- -(tert-butyldimethylsilyloxy)ethyl]phosphonates. Subsequently, standard reactions were used to transform the latter into the diastereoisomeric, isotopically labelled (2-amino-1-hydroxy-ethyl)phosphonic acid. [Pg.370]

Caproic acid, as glycogenic agent, II, 134 labelled with isotopic C, III, 231 —, deuterio-, metabolism of, II, 152 Caprylic acid, as glycogenic agent, II, 134 labelled with isotopic C, III, 231 metabolism of, II, 152 Carbamic acid, N-phenyl. See Carba-nilic acid. [Pg.334]


See other pages where Isotopically labeled carbamates is mentioned: [Pg.334]    [Pg.697]    [Pg.1069]    [Pg.243]    [Pg.31]    [Pg.2066]    [Pg.79]    [Pg.322]    [Pg.2065]    [Pg.450]    [Pg.1096]   
See also in sourсe #XX -- [ Pg.183 ]




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