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1 article(s) from Dimitriou, Eleni

Chemical synthesis of C6-tetrazole ᴅ-mannose building blocks and access to a bioisostere of mannuronic acid 1-phosphate

Eleni Dimitriou and
Gavin J. Miller

Beilstein J. Org. Chem. 2021, 17, 1527–1532, doi:10.3762/bjoc.17.110

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Figure 1: a) Chemical structure of alginate showing constituent M and G residues and C2/C3 acetylation for on...

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Scheme 1: a) H₂N(CH₂)₂CN, PyBOP, DIPEA, CH₂Cl₂, 0 °C, 40 min, 47% (+44% 3); b) TBSOTf, imidazole, DMAP, DMF, ...

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Scheme 2: a) BzCl, DMAP, pyridine, CH₂Cl₂, rt, 24 h, 90%; b) TBSOTf, imidazole, DMAP, DMF, 40 °C, 24 h, 78%; ...

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Scheme 3: a) PMBCl, KI, K₂CO₃, DMF, rt, 53% for 11 and 12; b) BnBr, DMF, Et₃N, DCM, rt, 31% for 13 and 14.

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Scheme 4: a) DMSO, SO₃·pyridine, Et₃N, rt, 1 h, 96%; b) H₂NOH·HCl, THF, H₂O, Na₂CO₃, 89%; c) POCl₃, MeCN, 65 ...

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Letter

Published 05 Jul 2021

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