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1 article(s) from Esposito, Davide

Automated synthesis of sialylated oligosaccharides

Davide Esposito,
Mattan Hurevich,
Bastien Castagner,
Cheng-Chung Wang and
Peter H. Seeberger

Beilstein J. Org. Chem. 2012, 8, 1601–1609, doi:10.3762/bjoc.8.183

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Figure 1: (a) Synthesis sequence for the preparation of building blocks 4 and 5; (b) Retrosynthetic analysis ...

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Scheme 1: Reagents and conditions: (i) PhI(OAc)_2, BF₃·Et₂O, CH₂Cl_2, −40 °C; then Ac₂O, pyridine; (ii) N₂H₄·Ac...

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Scheme 2: Reagents and conditions. (i) TMSOTf, DCM, −10 °C, 80%; (ii) NaOMe, MeOH; then KOH, MeOH, 60 °C; the...

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Scheme 3: Automated synthesis of 20. Reagents and conditions: (i) (a) NIS, TfOH, dioxane, DCM, −40 to −20 °C,...

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Scheme 4: Automated synthesis of 16. Reagents and conditions: (i) (a) NIS, TfOH, dioxane, DCM, −40 to −20 °C,...

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Scheme 5: Automated synthesis of 27. Reagents and conditions: (i) (a) NIS, TfOH, dioxane, DCM, −40 to −20 °C,...

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Scheme 6: Automated synthesis of 30. Reagents and conditions: (i) (a) NIS, TfOH, dioxane, DCM, −40 to −20 °C,...

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Scheme 7: Reagents and conditions: (i) 10% DMF in PBS buffer pH 7.5, overnight, 80%.

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Published 21 Sep 2012

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