(Z)-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-[3,5-bis(trifluoromethyl)phenyl]acrylate

Base Information

Chemical Name:(Z)-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-[3,5-bis(trifluoromethyl)phenyl]acrylate
CAS No.:1340475-04-8
Molecular Formula:C₁₇H₁₆F₆O₇
Molecular Weight:446.3
Hs Code.:

Synonyms:(Z)-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-[3,5-bis(trifluoromethyl)phenyl]acrylate

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Chemical Property of (Z)-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-[3,5-bis(trifluoromethyl)phenyl]acrylate

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Technology Process of (Z)-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-[3,5-bis(trifluoromethyl)phenyl]acrylate

There total 3 articles about (Z)-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-[3,5-bis(trifluoromethyl)phenyl]acrylate 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%

: 1340475-16-2,155814-20-3
(Z)-3-[3,5-bis(trifluoromethyl)phenyl]acrylic acid

: 170428-69-0
C₁₂H₁₇NO₇

: 1340475-04-8
(Z)-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-[3,5-bis(trifluoromethyl)phenyl]acrylate

Guidance literature:: In toluene; at 70 ℃; for 8h; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tetlet.2011.08.104

Reference yield:

: 3-methoxy-2-hydroxypiridine, silver salt

: 1340475-04-8
(Z)-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-[3,5-bis(trifluoromethyl)phenyl]acrylate

Guidance literature:: Multi-step reaction with 4 steps

1: toluene / Reflux

2: mercury dibromide / 5,5-dimethyl-1,3-cyclohexadiene / 2 h / Reflux

3: sodium methylate / methanol / 0.25 h / 20 °C / Reflux

4: toluene / 8 h / 70 °C

With sodium methylate; mercury dibromide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; toluene;
DOI:10.1016/j.tetlet.2011.08.104

Reference yield:

: 170428-43-0
C₂₀H₂₅NO₁₁

: 1340475-04-8
(Z)-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-[3,5-bis(trifluoromethyl)phenyl]acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: mercury dibromide / 5,5-dimethyl-1,3-cyclohexadiene / 2 h / Reflux

2: sodium methylate / methanol / 0.25 h / 20 °C / Reflux

3: toluene / 8 h / 70 °C

With sodium methylate; mercury dibromide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; toluene;
DOI:10.1016/j.tetlet.2011.08.104