Glucose 6-trityl ether

Triphenylmethyl (trityl) ethers of 2-amino-2-deoxy-D-glucose derivatives are formed with the primary C6-hydroxyl group, and they are useful intermediates in synthesis,6-166-178 being readily removed by hydrogen-olysis. 

Cleavage of a trUyl ether. The trityl ether (2) [6-0-trityl-l,2,3,4-tetra-0-acetyl-/3-D-glucose] was detritylated by adding a saturated solution of dry hydrogen bromide... 

In this manner 6-methyl-D-glucopyranose (XXIX) and some of its derivatives were synthesized from n-glucose derivatives containing a free hydroxyl group only in the 6-position. The 6-methyl ethers of D-mannose and of methyl a-n-mannoside were obtained similarly. Haworth and coworkers synthesized 2,3,4-trimethyl-n-glucose from 6-trityl-D-glucose and used the ether for the elucidation of structural problems. 

In the course of the synthesis of 2-amino-2-deoxy-3,4-di-0-methyl-D-glucose, the 3-methyl ether of methyl 2-acetamido-2-deoxy-6-0-trityl-a-D-glucopyranoside was obtained as a secondary product on methylation with Purdie s reagents. Elimination of the trityl group afforded the same glycoside as that obtained by Neuberger. 

A 4-methyl ether of a 2-amino-2-deoxy-D-glucose derivative was first obtained as a by-product in the methylation of methyl 2-acetamido-2-deoxy-6-O-trityl-a-n-glucopyranoside with Purdie s reagents. ... 

The formation of 5 -0-trityl-AZT by reaction of the 2,3 -anhydronucleoside-5 -ether with lithium azide in DMF is accompanied by the formation of the regioisomer (47). 06 Anhydronucleosides were used as intermediates in the synthesis of the AZT isomer derived from 6-methyluridine,73 analogues involving 5-(substituted) benzyluracil as base, 07 and the homologue (48), the sugar component of which originated as diisopropylidene glucose. 08... 

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