Glucose 6-0-trityl

Rennie (49), working in my laboratory, succeeded in converting d-glucose into 4-deoxy-D-Jct/Zo-hexose, albeit with considerable difficulty, by the following sequence of reactions which incorporate mercaptalation of the carbonyl group and reductive desulfurization of the dithiol 1 2 D-glucose methyl 2,3-di-0-benzyl-6-0-trityl-a-D-glucopyranoside - ... 

Penta-O-acetyl-a/de/iycfo-D-glucose 2,4-Di-0-acetyl-6-0-trityl-D-glucopyranose or a/dehydo-D-glucose pentaacetate... 

The steps involved in the synthesis are as follows D-glucose (XXII) was converted to l,2,3,4-tetraacetyl-6-trityl-D-glucose (XXIII) which by... 

On treatment with dimethyl sulfoxide-acetic anhydride followed by sequential oximation, reduction, detritylation, and acid hydrolysis, a tetra-(6-0-trityl)-cyclohexaamylose was reported to afford 2-amino-2-deoxy-D-glucose, in addition to D-glucose, indicating459 that... 

Proof of Constitution.—The method of synthesis from methyl 6-trityl-ajS-D-glucofuranoside furnished strong evidence that the trimethyl-D-glucose isolated by Smith121 was substituted at positions 2, 3 and 5. This conclusion was confirmed by the observations (a) that the trimethyl-gluconolactone, produced when the sugar was oxidized with bromine... 

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