SELECTIVE HYDROGENOLYSIS OF THE BENZYLOXYCARBONYL PROTECTING GROUP OF N-EPSILON-LYSINE IN CYCLOPEPTIDES CONTAINING A BENZYLIC PHENYL ETHER FUNCTION - EVIDENCE FOR N-EPSILON-METHYLATED LYSINE SIDE PRODUCTS

被引:19
作者
MAZALEYRAT, JP
XIE, J
WAKSELMAN, M
机构
[1] CNRS-CERCOA, F-94320 Thiais, 2, rue Henri Dunant
关键词
D O I
10.1016/S0040-4039(00)74244-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selective hydrogenolytic cleavage of the N(epsilon)-Z protecting group of lysine in cyclopeptides c[-(Glycyl)n-A-B-N(epsilon)-Z-Lysyl-2-Phenoxymethyl-5-Aminobenzoyl-] (A = B = Glycyl, n = 2 or A = Phenylalanyl, B = Alanyl, n = 2 and 3) occured in both acidic (MeOH/aq.AcOH) and neutral (MeOH/DMF) solvents, with Pd/C catalyst. In the latter case, a N(epsilon)-(bis)-methylated lysine side product was isolated.
引用
收藏
页码:4301 / 4302
页数:2
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