Abstract
Efficient procedures for the preparative synthesis of per-O-acyl derivatives of 4-(3-chloropropoxy)phenyl (CPP) glycosides of a series of common mono- and disaccharides (D-glucose, D-galactose, D-mannose, L-rhamnose, D-arabinofuranose, D-glucosamine, lactose) are described. The CPP glycosides obtained were transformed in almost quantitative yields to the corresponding unprotected 4-(3-azidopropoxy)phenyl (APP) glycosides, which could become next-generation Janus glycosides with cleavable spacer aglycon, ready for conjugation or further transformation.
| Original language | English |
|---|---|
| Pages (from-to) | 95-104 |
| Number of pages | 10 |
| Journal | Carbohydrate Research |
| DOIs | |
| Publication status | Published - 1 Jan 2019 |
Keywords
- Cleavable aglycon
- Glycosylation
- Janus aglycon
- Spacer aglycon
ASJC Scopus subject areas
- Analytical Chemistry
- Biochemistry
- Organic Chemistry
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Stepanova, E. V., Abronina, P. I., Zinin, A. I., Chizhov, A. O., & Kononov, L. O. (2019). Janus glycosides of next generation: Synthesis of 4-(3-chloropropoxy)phenyl and 4-(3-azidopropoxy)phenyl glycosides. Carbohydrate Research, 95-104. https://doi.org/10.1016/j.carres.2018.11.013