193953-06-9

Upstream product

• 193953-04-7 5-(tert-Butyl-diphenyl-silanyloxymethyl)-isophthalic acid dimethyl ester 
• 109862-53-5 dimethyl 5-hydroxymethylbenzene-1,3-dicarboxylate 

Downstream Products

• 193953-19-4 5-(tert-Butyl-diphenyl-silanyloxymethyl)-isophthalic acid bis-[(R)-2-((R)-2-benzyloxycarbonyl-1-methyl-ethoxycarbonyl)-1-methyl-ethyl] ester 
• 193953-35-4 (1R)-3-{(1R)-3-[(9H-fluoren-9-yl)methoxy]-1-methyl-3-oxopropoxy}-1-methyl-3-oxopropyl (4R,8R,22R,26R)-31-({[(tert-butyl)diphenylsilyl]oxy}methyl)-4,8,22,26-tetramethyl-2,6,10,20,24,28-hexaoxo-3,7,11,19,23,27-hexaoxatricyclo[27.3.1.1^13.17]tetratriac... 
• 193953-18-3 5-(tert-Butyl-diphenyl-silanyloxymethyl)-isophthalic acid bis-((R)-2-benzyloxycarbonyl-1-methyl-ethyl) ester 
• 193953-22-9 5-(tert-Butyl-diphenyl-silanyloxymethyl)-isophthalic acid bis-((R)-2-carboxy-1-methyl-ethyl) ester 
• 193953-26-3 5-Hydroxymethyl-isophthalic acid bis-((R)-2-benzyloxycarbonyl-1-methyl-ethyl) ester 
• 193953-20-7 5-(tert-Butyl-diphenyl-silanyloxymethyl)-isophthalic acid bis-((R)-2-{(R)-2-[(R)-2-((R)-2-benzyloxycarbonyl-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethoxycarbonyl}-1-methyl-ethyl) ester 
• 193953-24-1 5-(tert-Butyl-diphenyl-silanyloxymethyl)-isophthalic acid bis-((R)-2-{(R)-2-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethoxycarbonyl}-1-methyl-ethyl) ester 
• 193953-28-5 5-Hydroxymethyl-isophthalic acid bis-((R)-2-{(R)-2-[(R)-2-((R)-2-benzyloxycarbonyl-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethoxycarbonyl}-1-methyl-ethyl) ester 
• 193953-23-0 5-(tert-Butyl-diphenyl-silanyloxymethyl)-isophthalic acid bis-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethyl] ester 
• 193953-27-4 5-Hydroxymethyl-isophthalic acid bis-[(R)-2-((R)-2-benzyloxycarbonyl-1-methyl-ethoxycarbonyl)-1-methyl-ethyl] ester 
• 186351-30-4 5-(tert-Butyl-diphenyl-silanyloxymethyl)-isophthaloyl dichloride 

Relevant academic research and scientific papers

76. Synthesis of Monodisperse Macromolecular Bicyclic and Dendritic Compounds from (R)-3-Hydroxybutanoic Acid and Benzene-1,3,5-tricarboxylic Acid and Analysis by Fragmenting MALDI-TOF Mass Spectroscopy

As previously shown, oligo- and poly(β-hydroxyalkanoates) have a high tendency to form lamellar crystallites with ca. 50-A thickness which corresponds to chain lengths of 16 units (Fig. 1). To have monodisperse model compounds, we have now prepared bicyclic derivatives with three parallel (27-29) or two parallel and an antiparallel chain (68-70) consisting of up to 16 3-hydroxybutanoate (3-HB) units. We also prepared dendritic compounds (71-75, 82-85) containing oligo(3-HB) chains which cannot possibly he arranged as in the lamellae; the branching units were prepared from trimesic acid (= benzene-1,3,5-tricarboxylic acid). So far, none of the prepared samples formed crystals or contained crystalline domains which would have been suitable for single-crystal or powder-diffraction X-ray analysis. The terminally deprotected dendrimers (74, 75, and 85) are multi-anionic (up to 12 peripheral CO2H groups) and biodegradable. The macromolecular HB derivatives (molecular weight up to 10150 Da) have been fully characterized by IR, 1H- and 13C-NMR, [α]D, and elemental analysis. Especially important is the analysis by mass spectrometry with the MALDI-TOF technique (Fig. 2), proving that the products are monodisperse; application of a new variation of this MS method (post source decay = PSD or fragment analysis by structural time of night = FAST) allows for the observation of metastable fragment ions and, thus, is a tool for structural oligomer analysis (Fig. 3).

Synthese und enzymatischer Abbau von Dendrimeren aus (R)-3-Hydroxybuttersaeure und Trimesinsaeure

Keywords: Chiralitaet; Dendrimere; Enzyme