(2R,3S,6S)-6-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

Base Information

Chemical Name:(2R,3S,6S)-6-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol
CAS No.:1366497-58-6
Molecular Formula:C₁₄H₂₁N₃O₃
Molecular Weight:279.339
Hs Code.:

Synonyms:(2R,3S,6S)-6-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

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Chemical Property of (2R,3S,6S)-6-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

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Technology Process of (2R,3S,6S)-6-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

There total 3 articles about (2R,3S,6S)-6-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

: 1366497-35-9
((2R,3S,6S)-3-acetoxy-6-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl acetate

: 1366497-58-6
(2R,3S,6S)-6-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: With water; potassium carbonate; In methanol; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.tetlet.2012.01.102

Reference yield:

: 2873-29-2
D-glucal triacetate

: 1366497-58-6
(2R,3S,6S)-6-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / acetonitrile / 0.25 h / 0 °C / Inert atmosphere

2: copper(l) iodide; tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Sonication; Inert atmosphere

3: water; potassium carbonate / methanol / 20 °C / Inert atmosphere

With copper(l) iodide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; potassium carbonate; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1016/j.tetlet.2012.01.102

Reference yield:

: 19573-22-9
cyclohexyl azide

: 115029-76-0
((2R,3S,6S)-3-acetoxy-6-((trimethylsilyl)ethynyl)-3,6-dihydro-2H-pyran-2-yl)methyl acetate

: 1366497-58-6
(2R,3S,6S)-6-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Sonication; Inert atmosphere

2: water; potassium carbonate / methanol / 20 °C / Inert atmosphere

With copper(l) iodide; tetrabutyl ammonium fluoride; water; potassium carbonate; In tetrahydrofuran; methanol;
DOI:10.1016/j.tetlet.2012.01.102