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ChemicalBook CAS DataBase List aridanin
81053-26-1

aridanin synthesis

4synthesis methods
(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol hydrochloride

1078691-95-8
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aridanin

81053-26-1
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Yield:-

Steps:

Multi-step reaction with 6 steps
1.1: sodium hydrogencarbonate / water / 4 h / 0 - 20 °C
1.2: 0 °C
1.3: 0 °C
2.1: N-Bromosuccinimide / water; acetone / 2 h / -20 °C
2.2: 2 h / 20 °C
3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Molecular sieve
4.1: ethylenediamine / ethanol / 6 h / 80 °C
5.1: pyridine / dichloromethane / 2 h
5.2: 6 h
6.1: palladium 10% on activated carbon; hydrogen / methanol / 8 h / 20 °C

References:

Lin, You-Yu;Chan, She-Hung;Juang, Yu-Pu;Hsiao, Hsin-Min;Guh, Jih-Hwa;Liang, Pi-Hui [European Journal of Medicinal Chemistry,2018,vol. 143,p. 1942 - 1958]