Glucopyranoside methyl 2-benzamido-2-deoxy

M. W. Homer, L. Hough, and A. C. Richardson, Selective benzoylation of methyl 2-benzamido-2-deoxy-a-D-glucopyranoside A convenient preparation of derivatives of 2-amino-2-deoxy-D-galactose, /. Chem. Soc., Sect. C (1970) 1336-1340. [Pg.63]

The conversion of 3-amino-3-deoxy sugars into pyrrolidines requires the presence of a leaving group, such as a p-tolylsulfonyloxy group on C-6 this is exemplified by the conversion of 3-azido-3-deoxy-l,2-0-isopropylidene-6-0-p-tolylsulfonyl-a-D-glucofuranose (44) and methyl 3-azido-2-benzamido-2,3-dideoxy-6-0-p-tolylsulfo-nyl-j8-D-glucopyranoside (46) into the respective pyrrolidines, 45 and 47, by reduction of the azido group, followed by cyclization.37... [Pg.360]

In addition to the cyclization of 2-acylamido groups with C-l, the 2-acylamido group can form an oxazoline with C-3. The 2-methyl-oxazolines, which are readily hydrolyzed, have not been isolated, but their probable presence is indicated by the inversion observed.144 For a 2-benzamido group adjacent to a suitable leaving-group on C-3, the oxazolines formed are quite stable and can be isolated. The reaction has been conducted on pyranoside derivatives, 37,173-175 such as methyl 2-benzamido-4,6-0-benzylidene-2-deoxy-3-0-(methylsul-fonyl)-jQ-D-glucopyranoside (137) to give 138, furanoside deriva-... [Pg.382]

Gigg and Warren cyclized the methyl 2-benzamido-2-deoxy-5,6-0-isopropylidene-4-0-methylsulfonyl-)8-D-glucopyranoside 135 to the furo-[3,4-d]oxazin-6-yl acyclo C-nucleoside 142 by treatment with sodium meth-oxide in methanol [65JCS1351, 65TL1303 66JCS(C)1872] (Scheme 43). [Pg.188]

Methyl 2- benzamido -4,6-0- benzylidene -2- deoxy -3-0- mesyl -a-D- glucopyranoside dissolved in a soln. of NaOH in aq. 95%-2-methoxyethanol, and refluxed 2 hrs. [Pg.402]

Tri-Me, N-benzoyl Benzyl 2-benzamido-2-deoxy-3,4,6-tri-O-methyl-a-D-glucopyranoside C23H29NO6 415.485... [Pg.197]

N-zlc See Methyl 2-acetamido-2-deoxy-glucopyranoside, M-144 "N-Benzoyl See Methyl 2-benzamido-2-deoxyglucopyranoside, M-154... [Pg.723]

Tri-Ac Methyl 3,4,6-tri-0-acetyl-2-benzamido-2-deoxy-a-D-glucopyranoside C20H25NO9 423.419... [Pg.726]

Ditosyl, 3-Ac Methyl 3-0-acetyl-2-benzamido-2-deoxy-4,6-di-0-tosyl-x-D-glucopyranoside... [Pg.726]

Mesyl Methyl 2-benzamido-2-deoxy-3-0-mesyl-[Pg.726]

Dibenzoyl, 3-mesyl Methyl 2-benzamido-4,6-di-0-benzoyl-2-deoxy-3-O-mesyl-a-D-glucopyranoside [28978-60-1]... [Pg.726]

O-Benzylidene, 3-benzoyl Methyl 2-benzamido-3-0-benzoyl-4,6-0-benzyli-dene-2-deoxy-a-D-glucopyranoside C28H27NO7 489.524... [Pg.727]

Benzyl 2-benzamido-2-deoxy-3,4,6-tri-0-methyl-a-D-glucopyranoside, B-13 Benzyl 2-benzamido-2-deoxy-3,4,6-tri-0-methyl-p-D- ucopyranoside, B-13 Benzyl 2-benzamido-2,5-di(leoxy-a-D-ribofiiranoside, A-413 Benzyl 2-benzamido-3,4,6-tri-0-benzyl-2-deoxy-p-D-glucopyranoside, B-13 Benzyl 2-0-benzoyl-4,6-0-benzylidene-p-D-galactopyranoside, B-15 Benzyl 3-0-benzoyl-4,6-0-benzylidene-p-D-galactopyranoside, B-15 Benzyl 3- O -benzoyl-4,6- O -benzylidene-2- O - tosy 1- p-D-galactopyranoside, B-15... [Pg.1013]

Methyl 2-benzamido-4,6- 0 -benzylidene-2-deoxy-3- 0 -mesyl-a-D-glucopyranoside, M-154... [Pg.1075]

Methyl 2-benzamido-3,4-di-0-benzoyl-p-D-arabinopyranoside, A-178 Methyl 2-benzamido-3,6-di- O -benzoyl-2-deoxy-a-D-glucopyranoside, M-154 Methyl 3-benzamido-2,4-di-0-benzoyl-3-deoxy-a-DL-lyxopyranoside, A-297 Methyl 2-benzamido-3,6-di-0-benzoyl-2-deoxy-4-0-mesyl-a-D-glucopyranoside, M-154... [Pg.1075]

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