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Carbobenzyloxy , hydrogenolysis

Hydrogenolysis of the carbobenzyloxy (ebz) function in 17 proceeded smoothly to give 18 in 95% yield. Hydrogen gas was bubbled through a... [Pg.160]

The removal of a carbobenzyloxy group can be separated into two steps (Figure 1). The first step comprises the hydrogenolysis of the benzyl oxygen bond of the Cbz-protected amino acid 1 to form a carbamic acid intermediate 2 and toluene 3. The carbamic acid intermediate decaiboxylates to give the deprotected amino acid 4 and one equivalent of carbon dioxide 5. [Pg.494]

The most useful protecting group for this purpose is the carbobenzyloxy group. The utility of this group lies in the ease with which it can be removed. Because of the lability of the benzyl C-O bonds towards hydrogenolysis, the amine can be regenerated from a carbobenzyloxy derivative by hydrogenation, which is accompanied by spontaneous decarboxylation ... [Pg.414]

See other pages where Carbobenzyloxy , hydrogenolysis is mentioned: [Pg.160]    [Pg.162]    [Pg.268]    [Pg.396]    [Pg.1192]    [Pg.485]    [Pg.493]    [Pg.494]    [Pg.146]    [Pg.1541]    [Pg.260]    [Pg.831]    [Pg.265]    [Pg.357]    [Pg.146]    [Pg.485]    [Pg.493]    [Pg.494]    [Pg.14]    [Pg.524]    [Pg.309]    [Pg.260]    [Pg.831]    [Pg.32]    [Pg.198]    [Pg.548]    [Pg.230]    [Pg.686]   


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Carbobenzyloxy

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