(11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethyl bis((E)-2-methyl-3-phenylpropenoate)

Base Information

Chemical Name:(11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethyl bis((E)-2-methyl-3-phenylpropenoate)
CAS No.:1280228-21-8
Molecular Formula:C₃₈H₃₄O₄
Molecular Weight:554.686
Hs Code.:

Synonyms:(11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethyl bis((E)-2-methyl-3-phenylpropenoate)

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Chemical Property of (11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethyl bis((E)-2-methyl-3-phenylpropenoate)

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Technology Process of (11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethyl bis((E)-2-methyl-3-phenylpropenoate)

There total 4 articles about (11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethyl bis((E)-2-methyl-3-phenylpropenoate) 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: 94.0%

: 41063-84-7
(11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethanol

: 35086-87-4,38449-13-7
(E)-2-methyl-3-phenylacryloyl chloride

: 1280228-21-8
(11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethyl bis((E)-2-methyl-3-phenylpropenoate)

Guidance literature:: (11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethanol; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

(E)-2-methyl-3-phenylacryloyl chloride; In tetrahydrofuran; hexane; at 20 ℃; for 13h; Reflux; Inert atmosphere;
DOI:10.1016/j.tetasy.2010.12.012

Reference yield: 65.0%

: 41063-84-7
(11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethanol

: 1895-97-2
2-methyl-3-phenylacrylic acid

: 1280228-21-8
(11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethyl bis((E)-2-methyl-3-phenylpropenoate)

Guidance literature:: (11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethanol; With dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

2-methyl-3-phenylacrylic acid; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tetasy.2010.12.012

Reference yield:

: 120-12-7
anthracene

: 1280228-21-8
(11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethyl bis((E)-2-methyl-3-phenylpropenoate)

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene / 96 h / 110 °C

2.1: lithium aluminium tetrahydride / diethyl ether / 4 h / 20 °C / Inert atmosphere; Reflux

2.2: 0 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 - 20 °C / Inert atmosphere

3.2: 13 h / 20 °C / Reflux; Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; toluene; 1.1: Diels-Alder reaction;
DOI:10.1016/j.tetasy.2010.12.012