dimethyl 2-(4-(prop-2-yn-1-yloxy)-2-((4-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)oxy)benzylidene)malonate

Base Information

Chemical Name:dimethyl 2-(4-(prop-2-yn-1-yloxy)-2-((4-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)oxy)benzylidene)malonate
CAS No.:1365769-47-6
Molecular Formula:C₂₈H₃₀O₁₂
Molecular Weight:558.539
Hs Code.:

dimethyl 2-(4-(prop-2-yn-1-yloxy)-2-((4-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)oxy)benzylidene)malonate

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Chemical Property of dimethyl 2-(4-(prop-2-yn-1-yloxy)-2-((4-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)oxy)benzylidene)malonate

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Technology Process of dimethyl 2-(4-(prop-2-yn-1-yloxy)-2-((4-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)oxy)benzylidene)malonate

There total 2 articles about dimethyl 2-(4-(prop-2-yn-1-yloxy)-2-((4-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)oxy)benzylidene)malonate 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: 59.0%

: 67-56-1
methanol

: 1365769-28-3
diethyl 2-(4-(prop-2-yn-1-yloxy)-2-((4-(((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)oxy)benzylidene)malonate

: 1365769-47-6
dimethyl 2-(4-(prop-2-yn-1-yloxy)-2-((4-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)oxy)benzylidene)malonate

Guidance literature:: With potassium carbonate; at 20 ℃; for 16h;
DOI:10.1021/ja3004045

Reference yield:

: (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(p-tolyloxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1365769-47-6
dimethyl 2-(4-(prop-2-yn-1-yloxy)-2-((4-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)oxy)benzylidene)malonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 85 °C / Inert atmosphere

1.2: 30 h / 65 °C

2.1: piperidine / acetonitrile / 28 h / 65 °C / Molecular sieve

3.1: potassium carbonate / 16 h / 20 °C

With piperidine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium carbonate; In tetrachloromethane; acetonitrile;
DOI:10.1021/ja3004045