(E)-4-(4-fluorophenyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]but-3-en-2-one

Base Information

Chemical Name:(E)-4-(4-fluorophenyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]but-3-en-2-one
CAS No.:1173597-11-9
Molecular Formula:C₁₆H₁₉FO₆
Molecular Weight:326.322
Hs Code.:

Synonyms:(E)-4-(4-fluorophenyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]but-3-en-2-one

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Chemical Property of (E)-4-(4-fluorophenyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]but-3-en-2-one

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Technology Process of (E)-4-(4-fluorophenyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]but-3-en-2-one

There total 1 articles about (E)-4-(4-fluorophenyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]but-3-en-2-one 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: 91.0%

: 459-57-4
4-fluorobenzaldehyde

: 215510-13-7
1-(β-D-glucopyranosyl)propan-2-one

: 1173597-11-9
(E)-4-(4-fluorophenyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]but-3-en-2-one

Guidance literature:: With triethylamine; L-proline; In methanol; at 20 ℃; for 20h;
DOI:10.1016/j.tet.2009.04.052

Reference yield:

: 1173597-11-9
(E)-4-(4-fluorophenyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]but-3-en-2-one

: 1313482-00-6
3-cyano-4-(4'-fluorophenyl)-6-[(β-D-glucopyranosyl)methyl]pyridone

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 20 °C / Inert atmosphere

1.3: 0 °C

2.1: sodium methylate / methanol / 25 °C

2.2: 0 °C

With potassium tert-butylate; sodium methylate; In methanol; dimethyl sulfoxide; 1.1: Michael addition / 1.2: oxidative aromatizationoxidative aromatization;
DOI:10.1016/j.carres.2011.03.006

Reference yield:

: 1173597-11-9
(E)-4-(4-fluorophenyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]but-3-en-2-one

: 1313482-12-0
2-chloro-3-cyano-4-(4'-fluorophenyl)-6-[(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)methyl]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 20 °C / Inert atmosphere

1.3: 0 °C

2.1: trichlorophosphate / toluene / 3 h / 90 - 100 °C

2.2: pH 7 / Cooling with ice containing K₂CO₃

With potassium tert-butylate; trichlorophosphate; In dimethyl sulfoxide; toluene; 1.1: Michael addition / 1.2: oxidative aromatizationoxidative aromatization;
DOI:10.1016/j.carres.2011.03.006