Synthesis of Pseudooligosaccharides Related to the Capsular Phosphoglycan of Haemophilus influenzae Type a
Abstract
:1. Introduction
2. Results and Discussion
3. Materials and Methods
3.1. General Information
3.2. Synthesis of Compounds 7, 8, 10, 11, 12, 13, 1, 14, 15, 16, 17, 2, 18, 21, 3, and 4
3.2.1. 1-O-Benzoyl-5-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-d-ribitol (7)
3.2.2. 1-O-Benzoyl-4-O-(4,6-O-benzylidene-2,3-di-O-acetyl-β-d-glucopyranosyl)-5-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-d-ribitol (8)
3.2.3. 1-O-Benzoyl-4-O-(6-O-benzyl-2,3-di-O-acetyl-β-d-glucopyranosyl)-5-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-d-ribitol (10)
3.2.4. 1-O-Benzoyl-4-O-(6-O-benzyl-2,3,4-tri-O-acetyl-β-d-glucopyrano-syl)-2,3-O-isopropylidene-d-ribitol (11)
3.2.5. [1-O-Benzoyl-4-O-(6-O-benzyl-2,3,4-tri-O-acetyl-β-d-glucopyrano-syl-2,3-O-isopropylidene)-d-ribitol]-5-yl Hydrogenphosphonate Triethylammonium Salt (12)
3.2.6. (2-(2-(Benzyloxycarbonylamino)ethoxy)ethyl [1-O-benzoyl-4-O-(6-O-benzyl-2,3,4-tri-O-acetyl-β-d-glucopyranosyl)-2,3-O-isopropylidene-d-ribitol]-5-yl Phosphate Triethylammonium Salt (13)
3.2.7. 2-Aminoethoxyethyl (4-O-β-d-glucopyranosyl)-d-ribitol-5)-yl Phosphate Sodium Salt (1)
3.2.8. Compound 14
3.2.9. Compound 15
3.2.10. Compound 16
3.2.11. Compound 17
3.2.12. Compound 2
3.2.13. Compound 18
3.2.14. Compound 21
3.2.15. Compound 3
3.2.16. Compound 4
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
Sample Availability
References
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Kamneva, A.A.; Yashunsky, D.V.; Khatuntseva, E.A.; Nifantiev, N.E. Synthesis of Pseudooligosaccharides Related to the Capsular Phosphoglycan of Haemophilus influenzae Type a. Molecules 2023, 28, 5688. https://doi.org/10.3390/molecules28155688
Kamneva AA, Yashunsky DV, Khatuntseva EA, Nifantiev NE. Synthesis of Pseudooligosaccharides Related to the Capsular Phosphoglycan of Haemophilus influenzae Type a. Molecules. 2023; 28(15):5688. https://doi.org/10.3390/molecules28155688
Chicago/Turabian StyleKamneva, Anastasia A., Dmitry V. Yashunsky, Elena A. Khatuntseva, and Nikolay E. Nifantiev. 2023. "Synthesis of Pseudooligosaccharides Related to the Capsular Phosphoglycan of Haemophilus influenzae Type a" Molecules 28, no. 15: 5688. https://doi.org/10.3390/molecules28155688