5630-82-0Relevant articles and documents
Nakata et al.
, p. 1599 (1975)
CONTRIBUTIONS TO THE CHEMISTRY OF ORGANIC SILICON-NITROGEN-COMPOUNDS, I. SYNTHESIS OF N,N-BIS-(TRIMETHYLSILYL)AMINES
Schorr, Manfred,Schmitt, Wilfried
, p. 25 - 36 (2007/10/02)
The preparation of N,N-bis-(trimethylsilyl)amines 1 has been investigated.Three convenient methods are reported: A, Transfer of (catalytically) activated Tms-groups to amines starting from N-silylated carbonamides, B, silylation of amines with trimethylsilylchloride 5/NEt3 in the presence of TiCl4, C, silylation of primary amines 4 or mono-(trimethylsilyl)amines 16 with CF3SO3 Tms/NEt3 or TmsI/NEt3.Methods A and B are limited to the silylation of (ar)alkylamines which have no branched α-position. Key words: N,N-bis-(trimethylsilyl)amines; N,N-bis-silylamines; N-silylcarbonamides.
Branched and Chain-Extended Sugars, XXXI. - Synthesis of the Deferri Form of the Oxygen Analogue of &δ1-Albomycin
Paulsen, Hans,Brieden, Monika,Benz, Guenter
, p. 565 - 576 (2007/10/02)
The oxygen analogue of the deferri form of δ1-albomycin has been synthesized.Reaction of the xylo-dialdehyde 2 with the anion of the lithium salt 3 of N,N-bis(trimethylsilyl)glycine trimethylsilyl ester leads to the chain-extended sugar.In good stereochemical selectivity the desired 6-amino-6-desoxy-L-ido-hepturonic acid is isolated as derivative 8.After transformation of 8 into the 1-acetate 23 the nucleoside 26 is obtained by a modification of the Hilbert-Johnson reaction using the uracil derivative 24.N-Methylation of 26 gives 28 in good yield.The serine derivative 31 reacts with the deblocked amino compound 30 to yield the peptide nucleoside 32.The tripeptide 36, which contains three units of N5-acetyl-N5-hydroxyl-L-ornithine, is successfully linked to the partial deblocked compound 34 via the mixed carbonic anhydride method.Final hydrogenation of 37 gives the free deferri form of the oxygen analogue 38.