A-Methyliminodiacetic acid

An important application is the use of A-methyliminodiacetic acid (MIDA) esters as protecting groups (4.2.8). These MIDA esters are readily cleaved in mild basic aqueous conditions, but are stable to many standard functional-group transformations, even chromic acid oxidations. 

Discussion. This method is based upon the formation of a fluorescent chelate between calcium ions and calcein [fluorescein bis(methyliminodiacetic acid)] in alkaline solution.29 The procedure described below30 has been employed for the determination of calcium in biological materials.31 ... 

Methylidine chloride, 6 249 Methylidyne complex, 26 949 Methyliminodiacetic acid (MIDA), 19 265 Methyl iodide, 14 376 Methyl ionone, 3 232 a-iso-Methylionone, 24 562, 566 a-n-Methylionone, 24 565 p-iso-Methylionone, 24 566 P-n-Methylionone, 24 565 Methyl isoamyl ketone (MIAK),... 

Methyliminodiacetate and glycinate 01 tryptophan ( + )-,( — )-,or ( )-1,2-Diaminocyclopentanetetra-acetate DL-2-Amino-4-hydroxybutyric acid NiV -Ethylenediamine bis-(a-glutaric acid) ds,cis-l,3,5-Triaminocyclohexane-NN N"-triacetate iV-jff-Hydroxyethylpropylenediamine... 

Phosphates, phosphonates, EDTA, DTP A and methyliminodiacetic acid for the evaluation of renal function. Gluconate, glucoheptonate, ascorbate, insulin and dimercaptosucdnate to image kidney structure261. 

The solution stabilities of the rare earth complexes with N-methyliminodiacetic acid, N-henzyliminodiacetic acid, N-phenyliminodiacetic acid, N-methoxyethyliminodiacetic acid, and N-methylmercaptoethyliminodiacetic acid have been measured at 25°C. and /x = 0.1 (KNOj). The linear relationship between the pk values for the ionization of the ammonium proton and the log Kj values for terdentate iminodiacetate ligands is demonstrated. This relationship is used to provide a measure of the free energy of formation of the third chelate ring in quadridentate iminodiacetates. 

There have been several studies of the interaction of aminopolycarboxylic adds with V ". The rate of reaction of pervanadyl ion with ethylenediamine-JVN -diacetic acid (edda) is ca. 1000 times greater than that with JV-methyliminodiacetic acid (mida) or nitriloacetic acid (nta). This difference is attributed to the occurrence of edda in a monoprotonated form under the reaction conditions, whereas both mida and nta have their single nitrogen atom protonated. The acid nta (H3L) forms V02L in acidic SM-NaClO, the formation reaction being characterized by log K = —0.07 + 0.10. The kinetics of formation have also been measured, as have those of the V -hydroxyethylenediaminetriacetic acid. ... 

Two years after Stoltz 138) total synthesis of (—)-aurantioclavme (( )-176) (Scheme 4.1), Ellman and co-workers found a way to produce the enantiomerically pure natural product in six steps in 27% overall yield using a newly developed Rh (l)-catalyzed addition of iV-methyliminodiacetic acid (MIDA) boronate 198... 

Even though these transformations are extremely useful for the synthesis of natural products, the chemistry is generally not suitable for the synthesis of polyenes. In addition, the halovinylboron halides are air and water sensitive and are somewhat difficult to handle. It has been reported that the ( (-bromovinylboronate ester prepared via complexation of ( )-bromovinylboron dibromide with 7V-methyliminodiacetic acid (MIDA) is sufficiently stable to be handled on a benchtop under... 

CA Index Name Glycine, A,A -[(3, 6 -dihydroxy-3-ox-ospiro[isobenzofuran-l(3//),9 -[9//]xanthene]-2, 7 -diyl) bis(methylene)]bis[A-(carboxymethyl)-Other Names Bis[A,A-bis(carboxymethyl)aimnome-thyl] fluorescein Fluorescein, 2, 7 -bis[[bis(carboxymethyl) amino]methyl]- Fluorescein-bis(methyliminodiacetic acid) Spiro[isobenzofuran-l(3//))9 -[9//]xanthene], glycine derivative 2,7-Bis[A, A/ -bis(carboxymethyl)aminomethy-lene]fluorescein Acetic acid, [(3, 6 -dihydroxy-2, 7 -fluor-andiyl)bis(methylenenitrilo)]tetra- Calcein Fluorescein complexon Fluorexon NSC 298193 Oftasceine... 

Interestingly, a similar method can be used for the synthesis of 3-borylated pyrroles 24 from enamides and internal alkyne AT-methyliminodiacetic acid (MIDA) boronates (Eq, (5.23)) [17]. Product 24a undergoes Suzuki-Miyaura coupling with bromobenzene to give 24c in good yield, with a concomitant removal of the acetyl group. 

The behaviour in solution of dimethyltin(IV) complexes containing different aminopoly-carboxylic acids were also investigated293,294. The X-ray crystal structure analyses of the tin complexes with IV-methyliminodiacetate (mida), pyridine-2,6-dicarboxylate (pdc) and ethylenediamine-iV.iV -di acetate (edda) revealed dimeric structures for the first two compounds and a monomeric structure for the complex dimethyltin (edda). In contrast, the dimethyltin(IV) complex (137) with ethylcncdiarninc-/V,/V,iV, /V -tetraacetate (edta) and water is a polymer in which each tin atom adopts a distorted pentagonal-bipyramidal configuration with the two methyl groups in axial positions. 

Diorganotin derivatives of pyridinedicarboxylic acid are also associated via Sn- O secondary bonds. Thus, aquadimethyl(2,6-pyridinedicarboxylato)tin and the dibutyltin derivative, 92, and dimethyltin iV-methyliminodiacetate, 93, are supra-molecular dimers formed via Sn- -O secondary bonding, whereas bis(dimethyltin)-ethylenediamine tetraacetate is a polymer [248, 249],... 

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