Reaction of ferrocenecarboxaldehyde with aqueous methylamine leads to [(methylimino)methyl]ferrocene, which is reduced to N(ferrocenylmethyl)-N-methylamine by NaBH4. This amine reacts with ferrocenecarboxaldehyde and NaCNBH3 to give the tertiary ammonium salt, di(N-(ferrocenylmethyl))-N-methylammonium cyanoborohydride. Hydrolysis of the NaCNBH3 reaction mixture produces the free amine, di(N-(fe...

In this work, the neutral and basic impurities found in the precipitate of MDMA(*)HCl are presented. MDMA.HCl was prepared by the most popular synthesis methods used in clandestine manufacture, i.e. safrole bromination, Leuckart method and reductive amination with various reducing agents: Al/Hg, NaBH(4), NaBH(3)CN. 3,4-Methylenedioxyphenyl-2-propanone (MDP-2-P), the starting material in Leuckar...

Verena Scheumann, Michael Helfrich, Siegrid Schoch and Wolfhart Rüdiger Botanisches Institut der Universität München, Menzinger Straße 67, D-80638 München Z. Naturforsch. 51c, 185-194 (1996); received November 17/Decem ber 18, 1995 Avena sativa L., Infiltration into Etiolated Leaves, Chemical Reduction, Cyanoborohydride, Phytylation The chemical reduction of the formyl group of pheophorbide b w...

glycosylation of protected actinamine with "fraudulent" sugars followed by C-3' carbonyl generation (by an elimination reaction) and deprotection. We describe here an alternative method of modification at C-6' by elaboration of an activated intermediate 2 which we have prepared2) in three steps from N,N'-dibenzyloxycarbonylactinamine and 3,4,6-tri-Oacetyl 2 deoxy 2 nitroso ƒ¿ L. glucopyranosyl ...

Conditions for reductive methylation of amine groups in proteins using formaldehyde and cyanoborohydride can be chosen to modify selectively the active site lysyl residue of aspartate aminotransferase among the 19 lysyl residues in each subunit of this protein. Apoenzyme must be treated, under mildly acidic conditions (pH = 6), at a relatively low molar ratio of formaldehyde to protein (40:1); ...

Isomaltose oligosaccharides varying in size from two sugars, isomaltose (IM2), to seven sugars, isomaltohepatose (IM7), were coupled to stearylamine by reductive amination with sodium cyanoborohydride. Each compound was purified by column chromatography to yield a series of glycolipids containing oligosaccharides differing in length. Stearyl-isomaltotriose to stearyl-IM7 could be incorporated i...

A method is described for isolating lectins in pure form and quantitative yield in a single step by affinity chromatography on aminoethyl polyacrylamide gels containing reductively aminated disaccharide residues. The affinity columns were prepared in two steps: (a) direct reductive amination of the disaccharide and aminoethyl gel with sodium cyanoborohydride in aqueous solution at pH 9; (b) N-a...

In this paper we present the convenient syntheses of six new guanylhydrazone and aminoguanidine tetrahydropyran derivatives 2-7. The guanylhydrazone 2, 3 and 4 were prepared in 100% yield, starting from corresponding aromatic ketones 8a-c and aminoguanidine hydrochloride accessed by microwave irradiation. The aminoguanidine 5, 6 and 7 were prepared by reduction of guanylhydrazone 2-4 with sodiu...

The 3-keto derivatives of trehalose and sucrose respectively were prepared by a one-step enzymatic route using D-glucoside 3-dehydrogenase from Flavobacterium saccharophilum. Reductive amination of 3-ketotrehalose with ammonium acetate and sodium cyanoborohydride gave three compounds, 3-amino-3-deoxy-alpha-D-allopyranosyl alpha-D-glucopyranoside, 3-amino-3-deoxy-alpha-D-glucopyranosyl alpha-D-g...