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2005
Amino acids
U 0400
Selective tert-Butyl Ester Deprotection in the Presence of Acid Labile Protecting
with Use of ZnBr2. — In the presence of ZnBr2, tert-butyl esters containing
01- 168 Groups
N-Fmoc or N-Flu protected amino groups can undergo selective deprotection. Methyl
esters and allyl esters as well as some other functional groups are not affected under
these conditions, but N-Boc and N-trityl groups are cleaved. Interestingly, starting from
the diester (Id) selective hydrolysis of the α-tert-butyl ester is possible. — (KAUL,
R.; BROUILLETTE, Y.; SAJJADI, Z.; HANSFORD, K. A.; LUBELL*, W. D.; J.
Org. Chem. 69 (2004) 18, 6131-6133; Dep. Chem., Univ. Montreal, Montreal, Que.
H3C 3J7, Can.; Eng.) — Jannicke
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