ChemicalBook CAS DataBase List 3-AMINOPENTANEDIOIC ACID

3-AMINOPENTANEDIOIC ACID synthesis

9synthesis methods

Product Name:3-AMINOPENTANEDIOIC ACID
CAS Number:1948-48-7
Molecular formula:C5H9NO4
Molecular Weight:147.13

2-Azetidineacetic acid, 4-oxo-, phenylmethyl ester

76127-63-4
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1948-48-7
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77960-43-1
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Yield: 72 %Spectr. ， 28 %Spectr.

Reaction Conditions:

with Candida antarctica Lipase A in aq. phosphate buffer; pH=7.5 at 25; for 1 h;Enzymatic reaction;Reagent/catalyst;Time;

Steps:

5.3.1. Enzymatic KR of esters 1a-c (data Table 1)
General procedure: In a glass vial with a screw cap, to a solution of ester 1a-c(0.1 mmol) in 4 mL of phosphate buffer 0.1M pH 7.5, the desired enzyme was added (in the amount specified in Table 1). The mixture wasstirred at room temperature under orbital shaking (700 rpm). The reactionwas monitored at set time intervals with chiral HPLC (reactiontimes specified in Table 1) for evaluate the substrate conversion and theenantiomeric excess of unreacted esters 1a-c. At the end of the reaction,the residual solution was extracted with CH2Cl2 (3×5 mL), dried onanhydrous Na2SO4, filtered and concentrated. The aqueous phase waslyophilized and the ratio of compounds 2/3/4 was analysed via 1HNMR.

References:

Martelli, Giulia;Galletti, Paola;Baiula, Monica;Calcinari, Luca;Boschi, Giacomo;Giacomini, Daria [Bioorganic Chemistry,2019,vol. 88,art. no. 102975]