2-[5-(2-hydroxymethyloxiranyl)-pent-2-enyl]-2-(3-phenylallyl)-malonic acid diethyl ester

Base Information

Chemical Name:2-[5-(2-hydroxymethyloxiranyl)-pent-2-enyl]-2-(3-phenylallyl)-malonic acid diethyl ester
CAS No.:606133-11-3
Molecular Formula:C₂₄H₃₂O₆
Molecular Weight:416.514
Hs Code.:

Synonyms:2-[5-(2-hydroxymethyloxiranyl)-pent-2-enyl]-2-(3-phenylallyl)-malonic acid diethyl ester

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Chemical Property of 2-[5-(2-hydroxymethyloxiranyl)-pent-2-enyl]-2-(3-phenylallyl)-malonic acid diethyl ester

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Technology Process of 2-[5-(2-hydroxymethyloxiranyl)-pent-2-enyl]-2-(3-phenylallyl)-malonic acid diethyl ester

There total 7 articles about 2-[5-(2-hydroxymethyloxiranyl)-pent-2-enyl]-2-(3-phenylallyl)-malonic acid diethyl ester 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: 43.0%

: 606133-09-9
2-(6-hydroxymethylhepta-2,6-dienyl)-2-(3-phenylallyl)-malonic acid diethyl ester

: 606133-11-3
2-[5-(2-hydroxymethyloxiranyl)-pent-2-enyl]-2-(3-phenylallyl)-malonic acid diethyl ester

Guidance literature:: With tert.-butylhydroperoxide; vanadyl acetylacetonate; In benzene; at 40 ℃; for 1h;
DOI:10.1021/ja036263l

Reference yield:

: 63082-55-3
diethyl (E)-cinnamyl malonate

: 606133-11-3
2-[5-(2-hydroxymethyloxiranyl)-pent-2-enyl]-2-(3-phenylallyl)-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: tetrahydrofuran / 1 h

2.1: 45 mg / TBAF / tetrahydrofuran / 1 h

3.1: 43 percent / vanadyl acetylacetonate; tert-butyl hydroperoxide / benzene / 1 h / 40 °C

With tert.-butylhydroperoxide; vanadyl acetylacetonate; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; benzene;
DOI:10.1021/ja036263l

Reference yield:

: (Z)-2-Methylene-7-(tetrahydro-pyran-2-yloxy)-hept-5-en-1-ol

: 606133-11-3
2-[5-(2-hydroxymethyloxiranyl)-pent-2-enyl]-2-(3-phenylallyl)-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 83 percent / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 4 h / 0 - 20 °C

2.1: 91 percent / p-toluenesulfonic acid; methanol / 2 h / 20 °C

3.1: Et₃N / CH₂Cl₂ / 0.5 h

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

4.2: tetrahydrofuran / 1 h

5.1: 45 mg / TBAF / tetrahydrofuran / 1 h

6.1: 43 percent / vanadyl acetylacetonate; tert-butyl hydroperoxide / benzene / 1 h / 40 °C

With methanol; tert.-butylhydroperoxide; dmap; vanadyl acetylacetonate; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/ja036263l