dimethyl 2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate

Base Information

Chemical Name:dimethyl 2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate
CAS No.:69138-99-4
Molecular Formula:C₂₆H₂₈O₁₀S
Molecular Weight:532.568
Hs Code.:

Synonyms:dimethyl 2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate

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Chemical Property of dimethyl 2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate

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Technology Process of dimethyl 2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate

There total 8 articles about dimethyl 2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate 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: 78.0%

: 69138-98-3,69177-15-7,73285-71-9
2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-carboxaldehyde

: 108-59-8
malonic acid dimethyl ester

: 69138-99-4
dimethyl 2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate

Guidance literature:: With piperidine; In benzene; for 10h; Heating;
DOI:10.1021/ja00522a058

Reference yield:

: 73252-66-1
2-<1'-(2'-bromo-4',5'-methylenedioxyphenyl)>-2-methyl-1,3-oxathiolane

: 69138-99-4
dimethyl 2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi, 2.) CuI*P(OEt)3

2: 15percent aq. AcOH / 12 h

3: 78 percent / piperidine / benzene / 10 h / Heating

With piperidine; n-butyllithium; triethylphosphite copper(I) iodide complex; acetic acid; In benzene;
DOI:10.1021/ja00522a058

Reference yield:

: 15930-53-7
6-bromo-3,4-methylenedioxybenzaldehyde

: 69138-99-4
dimethyl 2-<2''-(2''-methyl-1'',3''-oxathiolane)>-4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2'-β-methylenemalonate

Guidance literature:: Multi-step reaction with 6 steps

1: 41.0 g / diethyl ether; tetrahydrofuran / 18 h / 25 °C

2: 64 percent / Jones reagent / acetone / 0.5 h / 5 °C

3: p-TsOH*H₂O / benzene / 3 h / Heating

4: 1.) n-BuLi, 2.) CuI*P(OEt)3

5: 15percent aq. AcOH / 12 h

6: 78 percent / piperidine / benzene / 10 h / Heating

With piperidine; n-butyllithium; jones reagent; triethylphosphite copper(I) iodide complex; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; diethyl ether; acetone; benzene;
DOI:10.1021/ja00522a058