(3aS,7aS,E)-3-(1-(4-methoxyphenyl)ethylidene)-7a-methyl-2,3,3a,4-tetrahydrobenzofuran-5(7aH)-one

Base Information

Chemical Name:(3aS,7aS,E)-3-(1-(4-methoxyphenyl)ethylidene)-7a-methyl-2,3,3a,4-tetrahydrobenzofuran-5(7aH)-one
CAS No.:1423043-16-6
Molecular Formula:C₁₈H₂₀O₃
Molecular Weight:284.355
Hs Code.:

Synonyms:(3aS,7aS,E)-3-(1-(4-methoxyphenyl)ethylidene)-7a-methyl-2,3,3a,4-tetrahydrobenzofuran-5(7aH)-one

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Chemical Property of (3aS,7aS,E)-3-(1-(4-methoxyphenyl)ethylidene)-7a-methyl-2,3,3a,4-tetrahydrobenzofuran-5(7aH)-one

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Technology Process of (3aS,7aS,E)-3-(1-(4-methoxyphenyl)ethylidene)-7a-methyl-2,3,3a,4-tetrahydrobenzofuran-5(7aH)-one

There total 2 articles about (3aS,7aS,E)-3-(1-(4-methoxyphenyl)ethylidene)-7a-methyl-2,3,3a,4-tetrahydrobenzofuran-5(7aH)-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: 99.0%

: 1184937-21-0
4-(but-2-yn-1-yloxy)-4-methylcyclohexa-2,5-dien-1-one

: 5720-07-0
4-methoxyphenylboronic acid

: 1423043-16-6
(3aS,7aS,E)-3-(1-(4-methoxyphenyl)ethylidene)-7a-methyl-2,3,3a,4-tetrahydrobenzofuran-5(7aH)-one

Guidance literature:: 4-methoxyphenylboronic acid; With potassium hydrogenfluoride; chlorobis(ethylene)rhodium(I) dimer; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In toluene; at 20 ℃; for 0.5h; Inert atmosphere;

4-(but-2-yn-1-yloxy)-4-methylcyclohexa-2,5-dien-1-one; With water; In toluene; at 40 ℃; for 6h; Reagent/catalyst; Concentration; Time; enantioselective reaction; Catalytic behavior; Inert atmosphere;
DOI:10.1002/anie.201300137

Reference yield:

: 1184937-21-0
4-(but-2-yn-1-yloxy)-4-methylcyclohexa-2,5-dien-1-one

: 5720-07-0
4-methoxyphenylboronic acid

: 1423043-16-6
(3aS,7aS,E)-3-(1-(4-methoxyphenyl)ethylidene)-7a-methyl-2,3,3a,4-tetrahydrobenzofuran-5(7aH)-one

: (3aR,7aR,E)-3-(1-(4-methoxyphenyl)ethylidene)-7a-methyl-2,3,3a,4-tetrahydrobenzofuran-5(7aH)-one

Guidance literature:: With [RhCl(cis-cyclooctene)2]2; (1S,4R,5R)-2-(3-methoxyphenyl)-5-methoxy-1,5-dimethylbicyclo[2.2.2]octa-2,7-diene; triethylamine; In methanol; at 20 ℃; for 3.5h; Overall yield = 54 %; Overall yield = 30.9 mg; enantioselective reaction;
DOI:10.1021/ol400363f