((2R,3S,6S)-3-hydroxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl methanesulfonate

Base Information

Chemical Name:((2R,3S,6S)-3-hydroxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl methanesulfonate
CAS No.:1366497-74-6
Molecular Formula:C₁₅H₁₇N₃O₅S
Molecular Weight:351.383
Hs Code.:

Synonyms:((2R,3S,6S)-3-hydroxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl methanesulfonate

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Chemical Property of ((2R,3S,6S)-3-hydroxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl methanesulfonate

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Technology Process of ((2R,3S,6S)-3-hydroxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl methanesulfonate

There total 2 articles about ((2R,3S,6S)-3-hydroxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl methanesulfonate 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:

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

: 1366497-74-6
((2R,3S,6S)-3-hydroxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 3 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

3: pyridine / dichloromethane / 12 h / -20 - 20 °C / Inert atmosphere

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

Reference yield:

: 2873-29-2
D-glucal triacetate

: 1366497-74-6
((2R,3S,6S)-3-hydroxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 4 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

4: pyridine / dichloromethane / 12 h / -20 - 20 °C / Inert atmosphere

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

Reference yield: 40.0%

: 67816-34-6
C₂₄H₃₈O₁₀Se₂

: 1366497-74-6
((2R,3S,6S)-3-hydroxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl methanesulfonate

: 1366497-78-0
(2S,3S,6S)-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-2-((((3aR,5S,5aR,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3ah-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl)methylselanyl)methyl)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: C₂₄H₃₈O₁₀Se₂; With sodium tetrahydroborate; In ethanol; Inert atmosphere;

((2R,3S,6S)-3-hydroxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl)methyl methanesulfonate; In tetrahydrofuran; ethanol; at 75 ℃; Inert atmosphere;
DOI:10.1016/j.tetlet.2012.01.102