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• W2040809475 abstract "Synthesis of Galactose-Cluster-Containing Steroid Derivatives The synthesis of galactose clusters that are linked to a steroid moiety by a peptide-like spacer unit is described. The galactose cluster is obtained by Koenigs-Knorr glycosylation of TRIS-Gly-Fmoc (2b) under Helferich conditions. Peptide and ester bonds are formed after activation of carboxylic acids as diphenylthiophene dioxide (TDO) esters. 6a is synthesized in a convergent way by coupling of (Ac4Gal)3-TRIS-Gly (3e) with cholesteryl TDO succinate (5b). Coupling of (Ac4Gal)3-TRIS-Gly hydrogen succinate (3f) with Gly-O-Chol (5d) by means of EEDQ yields 6d. Reaction of (Ac4Gal)3-TRIS-Gly-SUCC-O-TDO (3g) with 25-hydroxycholesterol leads in a linear sequence to the oxysterol derivative 6f. Selective cleavage of the acetyl groups from galactose units yields the known compound 6b and the new derivatives 6e and 6g." @default.
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• W2040809475 date "1990-09-12" @default.
• W2040809475 modified "2023-10-17" @default.
• W2040809475 title "Synthesen von Galactose-Cluster-haltigen Steroid-Derivaten" @default.
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• W2040809475 doi "https://doi.org/10.1002/jlac.1990199001162" @default.
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