(2S,3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diol

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diol
CAS No.:1181680-76-1
Molecular Formula:C₁₃H₁₇FO₄S
Molecular Weight:288.34
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diol

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Chemical Property of (2S,3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diol

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Technology Process of (2S,3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diol

There total 7 articles about (2S,3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diol 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:

: (2S,3R,4R,5R,6R)-6-(acetoxymethyl)-5-fluoro-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyl diacetate

: 1181680-76-1
(2S,3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diol

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 16h;
DOI:10.1016/j.bmcl.2018.09.025

Reference yield:

: 1181680-75-0
C₂₈H₄₁FO₇S

: 1181680-76-1
(2S,3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diol

Guidance literature:: C₂₈H₄₁FO₇S; With sodium methylate; In methanol; for 12h; Reflux;

With hydrogenchloride; In methanol;

Reference yield:

: 10257-28-0
D-Galactose

: 1181680-76-1
(2S,3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / dmap / dichloromethane / 3.33 h / 35 °C / Reflux

2: triethylamine / dmap / dichloromethane

3: BAST / tetrahydrofuran / 2 h / 20 °C / Cooling with water

4: hydrogen bromide; acetic acid / 1 h / 20 °C

5: potassium carbonate / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

6: sodium methylate / methanol / 12 h / Reflux

With pyridine; hydrogen bromide; sodium methylate; potassium carbonate; acetic acid; triethylamine; dmap; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;