As part of a study of the elucidation of biochemical and biological properties of pseudo-sugars', replacement of the hexopyranosyl residues of biologically active disaccharides with structurally related pseudo-sugars has been investigated. Trehalosamine\* (1) is an aminoglycoside antibiotic3 produce
Synthesis of a carba-sugar analog of trehalosamine, [(1S)-(1,2,43,5)-2-amino-3,4-dihydroxy-5-hydroxymethyl-1-cyclohexyl] α-d-glucopyranoside, and a revised synthesis of its β anomer
✍ Scribed by Seiichiro Ogawa; Kenji Nishi; Yasushi Shibata
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- English
- Weight
- 760 KB
- Volume
- 206
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
Synthesis of a carba-sugar analog of trehalosamine, W9-(l2,4/3,W -amino-3,4-dihydroxy+hydroxymethyl-lcyclohexyl] a-D-glucopyranoside, and a revised synthesis of its j3 anomer*
📜 SIMILAR VOLUMES
The synthesis of the title compound and lo-(1,3,5/2,4)-4-acetamido-5-amino-3-O-( fl-o-glucopyranosyluronic acid)-l,2,3-cyclohexanetriol is described. Starting from methyl 2-acetamido-2-deoxy-a-o-glucopyranoside 2L-(2,4,5/3)-4-acetamido-3-benzoyloxy-2-benzyloxy-5 -hydroxycyclohexanone was prepared vi
## Abstract Nucleobase‐anion glycosylation of 2‐[(2‐methyl‐1‐oxopropyl)amino]imidazo[1,2‐__a__]‐1,3,5‐triazin‐4(8__H__)‐one (**6**) with 3,5‐di‐__O__‐benzoyl‐2‐deoxy‐2‐fluoro‐__α__‐D‐arabinofuranosyl bromide (**8**) furnishes a mixture of the benzoyl‐protected anomeric 2‐amino‐8‐(2‐deoxy‐2‐fluoro‐D
Treatment of benzyl O-/?-n-galactopyranosyl-( 1+3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-j3-D-glucopyranoside with tert-butylchlorodiphenylsiiane afforded the 6'-0-tert-butyldiphenylsilyl ether, which was converted into the 3',4'-0-isopropylidene derivative. Methylation and subsequent removal of