2-Deoxy branched-chain amino sugars. Methyl 3-C-aminoethyl-2-deoxy-α-D-arabino-hexopyranoside
✍ Scribed by Alex Rosenthal; Günter Schöllnhammer
- Book ID
- 108307637
- Publisher
- Elsevier Science
- Year
- 1970
- Tongue
- English
- Weight
- 193 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0008-6215
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Both 'H-and 13C-n.m.r. spectroscopy have been employed in structural studies of the 4,6-O-benzylidene-D-aldohexopyranosides and derivatives, including some deoxy sugars . I4 We now report i3C-n.m.r. data (Table I) for the 4,6-O-benzylidene derivatives of methyl 2-deoxy-( 2) 2-deoxy-3-O-methyl-(3),
The crystals of the title compound, C,,H,,NO, (EA, 347.4), are o~~orhombic, spaee group P&2,2, with a = 8.998(2), b = 13.641(2), e = 14.027(3) A, V = 1721.7(6)A', and 2 = 4; 0, = 1.34 &cm-'. The pyranoid ring has the distorted 'C, conformation and the hydroxyimino group has the Z conformation. 2-Deo
Other instances of anomalous Zempl6n deacylation have been described [5][6][7]. The common feature so far is that, following Zempl6n deacylation of a protected saccharide, an acyl group at position 2 of that saccharidic unit was retained that bore a benzyl, allyl, or glycosyl group at position 3. W