StereoselectiveO-glycosylation oftrans-4-hydroxy-l-proline derivatives promoted by silver zeolite
- 1 January 1989
- journal article
- research article
- Published by Springer Nature in Glycoconjugate Journal
- Vol. 6 (4) , 477-487
- https://doi.org/10.1007/bf01053771
Abstract
Trans-4-hydroxy-l-proline has been converted to four imino- and carboxyl-blocked derivatives which are suitable for the synthesis of 4-O-glycosyl conjugates. Reaction of these derivatives with 2,3,5-tri-O-benzyl-α-l-arabinofuranosyl chloride in the presence of a silver zeolite promoter yielded the blocked β-furanosyl amino-acid conjugates. Deprotection gavetrans-4-(β-l-arabinofuranosyloxy)-l-proline which was characterised as its crystalline isopropyl ester.13C-NMR Data are presented for the compounds described.Keywords
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