Published April 1967 | Version v1
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Syntheses of γ-aminobutyric-1-14C and of α-aminoadipic-6-14C acid from methoxy-3 chloropropyl-magnesium and marked carbon dioxide

  • 1. Commissariat a l'Energie Atomique, Saclay (France). Centre d'Etudes Nucleaires, Departement des radioelements, Service des molecules marquees

Description

Carbonation of γ-methoxypropyl-magnesium chloride by CO2 gives γ-methoxy-butyric carboxylic-14C acid with a yield of about 95 per cent. When the latter is treated successively with anhydrous HBr and with diazomethane, methyl carboxylic γ-bromobutyrate-14C is formed. This in turn gives γ-amino-butyric carboxylic-14C acid with an overall yield of 66 per cent with respect to Ba14CO3, when it is condensed with potassium phthalimide and hydrolyzed by acid. By reacting methyl-γ-bromobutyrate-14C with the sodium derivative of ethyl cyanacetamido-acetate in ethanol, followed by an acid hydrolysis, α-aminoadipic-6-14C acid is obtained with an overall yield of 46 per cent with respect to Ba14CO3. (author)

Availability note (English)

Available from INIS in electronic form

Abstract (French)

La carbonatation du chlorure de γ-methoxypropylmagnesium par 14CO2 donne l'acide γ-methoxybutyrique carboxyle 14C avec un rendement d'environ 95 pour cent. Ce dernier traite successivement par HBr anhydre et par le diazomethane conduit au γ-bromobutyrate de methyle carboxyle 14C. Celui-ci condense avec le phtalimide de potassium suivi d'une hydrolyse acide fournit l'acide γ-aminobutyrique carboxyle 14C avec un rendement global de 66 pour cent par rapport a Ba14CO3. L'action du γ-bromobutyrate de methyle 14C sur le derive sode du cyanacetamidoacetate d'ethyle dans l'ethanol suivie d'hydrolyse acide donne l'acide α-aminoadipique 14C-6 avec un rendement global de 46 pour cent par rapport a Ba14CO3. (auteur)

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Additional details

Additional titles

Original title (French)
Syntheses de l'acide γ-aminobutyrique

Publishing Information

Imprint Pagination
23 p.
Report number
CEA-R--3116

Optional Information

Notes
28 refs.