141318-80-1Relevant articles and documents
Synthesis of (R) and (S)-aminocarnitine, (R) and (S)-4-phosphonium-3-amino-butanoate, (R) and (S) 3,4-diaminobutanoic acid, and their derivatives starting from D- and L-aspartic acid
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, (2008/06/13)
R or S aminocarnitine, R or S phosphonium aminocarnitine and R and S 3,4 diaminobutanoic acid, and their derivatives are prepared using starting from aspartic acid with the same configuration as the desired compounds. This process is advantageous from the industrial point of view in terms of the type of reactants used, the reduced volumes of solvents and the possibility of avoiding purification of the intermediate products.
Synthesis of (R)-3,4-diaminobutanoic acid by desymmetrization of dimethyl 3-(benzylamino)glutarate through enzymatic ammonolysis
Lopez-Garcia, Monica,Alfonso, Igancio,Gotor, Vicente
, p. 648 - 651 (2007/10/03)
Lipase B from Candida antarctica is shown to be a highly efficient catalyst for the desymmetrization of dimethyl 3-(benzylamino)glutarate (1) through aminolysis and ammonolysis reactions. Using this procedure, enantiopure monoamides are obtained in high yield. The synthetic value of these compounds is demonstrated by the preparation of an enantiopure nonnatural amino acid, i.e. (R)-3,4-diaminobutanoic acid [(+)-12].
A Practical and Stereoconservative Synthesis of (R)-3-Amino-4-(trimethyl-ammonio)butanoate [(R)-Aminocarnitine], and Its Trimethylphosphonium and Simple Ammonium Analogues Starting from D-Aspartic Acid
Calvisi, Giuseppina,Dell'Uomo, Natalina,De Angelis, Francesco,Dejas, Roberto,Giannessi, Fabio,Tinti, Maria Ornella
, p. 4501 - 4505 (2007/10/03)
We have developed a new stereospecific synthesis of (R)-aminocarnitine using D-aspartic acid as the starting material. This strategy, which is simple and amenable to an industrial scale-up, gives the target compound in six steps and in fairly good overall
Synthesis of (R) and (S)-aminocarnitine, (R) and (S)-4-phosphonium-3-amino-butanoate, (R) and (S) 3,4-diaminobutanoic acid, and their derivatives starting from D- and L-aspartic acid
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, (2008/06/13)
A process is described for the preparation of R or S aminocarnitine, R or S phosphonium aminocarnitine and R and S 3,4 diaminobutanoic acid, and their derivatives with the following formula: 1where Y is as described in the attached description, starting from aspartic acid with the same configuration as the desired compounds. This process is advantageous from the industrial point of view in terms of the type of reactants used, the reduced volumes of solvents and the possibility of avoiding purification of the intermediate products.
Synthesis of (R) and (S)-aminocarnitine, (R) and (S)-4-phosphonium-3-amino-butanoate, (R) and (S) 3,4-diaminobutanoic acid, and their derivatives starting from D- and L-aspartic acid
-
, (2008/06/13)
A process is described for the preparation of R or S aminocarnitine, R or S phosphonium aminocarnitine and R and S 3,4 diaminobutanoic acid, and their derivatives with the following formula: where Y is as described in the attached description, starting from aspartic acid with the same configuration as the desired compounds. This process is advantageous from the industrial point of view in terms of the type of reactants used, the reduced volumes of solvents and the possibility of avoiding purification of the intermediate products.
Synthesis of (3R)- and (3S)-3,4-diamino-butyric acid from L-aspartic acid
Misiti,Santaniello,Zappia
, p. 883 - 891 (2007/10/02)
A short and convenient synthesis for both enantiomers of GABOB amino-analogue 1a,b is reported, starting from L-aspartic acid. The protected diester 3 is the common intermediate for the synthetic pathway.