Methyl glucamine

Amino-2,4,6-triiodo-N-methylisophthalamic acid Acetic anhydride N-methyl glucamine... 

A series of attempts to discover optimum reaction conditions was made in view of preventing formation of by-products arising from the reaction of the acyl halogenide with different functional groups within the N-methyl glucamine molecule. Nonetheless, a subsequent purification step was necessary to remove by-products and unreacted starting material. This turned out to be complicated due to similar solubilities of both the... 

Decanoic acid N-methyl-glucamine 2-Methyl-2 butanol 83 22... 

Merck has also developed fosaprepitant (21), a phosphate prodrug of aprepitant with improved solubility and the synthesis is detailed in Scheme 8. It is based on phosphorylation with a ben2yl-protected reagent to give 62 followed by debenzylation and formation of the 7V-methyl-/)-glucamine salt.9... 

Stark FR, Coburn JW. Renal failure following methyl-glucamine diatrizoate (Renografin) aortography report of a case with unilateral renal artery stenosis. J Urol 1966 96(6) 848-51. 

Replace sodium with N-methyl glucamine No change... 

These surfactants are produced by preparing A -methyl-glucamine, followed by reaction of the latter with an alkyl (or fatty) methyl ester, using a base catalyst, to form the required glucamide (see Figure 13.15). 

Figure 7.19 Two-step synthesis of fatty acid glucamides by reductive alkylation of methylamine with glucose using Raney nickel as the hydrogenation catalyst to obtain Al-methyl glucamine, which is acylated by a base-catalyzed reaction with fatty acid methyl ester in a second step.

Chemoselective acylation of a secondary amine, A-methyl glucamine with fatty acid using commercially available lipases from Rhizomucor meihei (Lipozyme) and Candida... 

Synthesis of glucamides by transacylation using fatty esters and triglycerides has also been tested [45]. The reaction was completed in a shorter time than for reverse hydrolysis. Initially both an amide and ester of A/-methyl glucamine were produced and subsequently the ester was consumed to give rise to amide-ester. 

Maugard, T., Remaud-Simeon, M., Petre, D. and Monsan, P. (1997) Lipase-catalysed synthesis of biosurfactants by transacylation of A-methyl-glucamine and fatty-acid methyl esters. 

An interesting new approach for making carboxylic acid amides is shown in Figure 3.9. Monsan and coworkers [18] used lipases from C. antarctica and Rhi-zomucor miehei as catalysts in the direct amidation reaction between free fatty adds and a secondary sugar amine (N-methyl-glucamine) in hexane. Such a reaction would be impossible in water since amide hydrolysis would predominate for thermodynamic reasons. Because free N-methyl-glucamine was insoluble in hexane, it was added as an ionic complex with the free fatty add. The enzymatic... 

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