Tetrahedron Letters

Cleavage of benzyloxycarbonyl-5-oxazolidinones to α-benzyloxycarbonylamino-α-alkyl esters by alcohols and sodium hydrogen carbonate

P Allevi, G Cighetti, M Anastasia

文献索引：Allevi, Pietro; Cighetti, Giuliana; Anastasia, Mario Tetrahedron Letters, 2001 , vol. 42, # 31 p. 5319 - 5321

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被引用次数: 7

摘要

The oxazolidinone moiety is stable to acids, 3., 4., , , , and 5. but is easily cleaved via saponification with 1 M methanolic sodium hydroxide, or by catalytic hydrogenolysis to afford the corresponding free amino acid. 3. and In addition, it can undergo aminolysis by treatment with an amine and, therefore, allows the formation of a peptidic bond. 3 The reductive cleavage of 5-oxazolidinones 1, performed with triethylsilane–trifluoracetic acid 6 or, less conveniently, by ...