(E)-1-{(3″S)-[3″-(tert-butyldimethylsilanyloxy)-3″,7″-dimethyloct-6″-enyl]-2′,4′-dihydroxyphenyl}-3-(4-hydroxyphenyl)propenone

Base Information

Chemical Name:(E)-1-{(3″S)-[3″-(tert-butyldimethylsilanyloxy)-3″,7″-dimethyloct-6″-enyl]-2′,4′-dihydroxyphenyl}-3-(4-hydroxyphenyl)propenone
CAS No.:1528767-73-8
Molecular Formula:C₃₁H₄₄O₅Si
Molecular Weight:524.773
Hs Code.:

Synonyms:(E)-1-{(3″S)-[3″-(tert-butyldimethylsilanyloxy)-3″,7″-dimethyloct-6″-enyl]-2′,4′-dihydroxyphenyl}-3-(4-hydroxyphenyl)propenone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-1-{(3″S)-[3″-(tert-butyldimethylsilanyloxy)-3″,7″-dimethyloct-6″-enyl]-2′,4′-dihydroxyphenyl}-3-(4-hydroxyphenyl)propenone

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Technology Process of (E)-1-{(3″S)-[3″-(tert-butyldimethylsilanyloxy)-3″,7″-dimethyloct-6″-enyl]-2′,4′-dihydroxyphenyl}-3-(4-hydroxyphenyl)propenone

There total 6 articles about (E)-1-{(3″S)-[3″-(tert-butyldimethylsilanyloxy)-3″,7″-dimethyloct-6″-enyl]-2′,4′-dihydroxyphenyl}-3-(4-hydroxyphenyl)propenone 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: 56.5%

: 1528767-72-7
1-{(3″S)-[3″-(tert-butyldimethylsilanyloxy)-3″,7″-dimethyloct-6-enyl]-2′,4′-dihydroxyphenyl}ethanone

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1528767-73-8
(E)-1-{(3″S)-[3″-(tert-butyldimethylsilanyloxy)-3″,7″-dimethyloct-6″-enyl]-2′,4′-dihydroxyphenyl}-3-(4-hydroxyphenyl)propenone

Guidance literature:: With silica gel supported KHSO₄; at 72 ℃; for 0.0833333h; under 3900.39 - 4050.41 Torr; Microwave irradiation;
DOI:10.1016/j.tet.2013.11.106

Reference yield:

: 1528767-71-6
(1S)[1-(2′-bromoethyl)-1,5-dimethylhex-4-enyloxy]tert-butyldimethylsilane

: 1528767-73-8
(E)-1-{(3″S)-[3″-(tert-butyldimethylsilanyloxy)-3″,7″-dimethyloct-6″-enyl]-2′,4′-dihydroxyphenyl}-3-(4-hydroxyphenyl)propenone

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 h / 20 °C

2: silica gel supported KHSO₄ / 0.08 h / 72 °C / 3900.39 - 4050.41 Torr / Microwave irradiation

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 2: |Claisen-Schmidt Condensation;
DOI:10.1016/j.tet.2013.11.106

Reference yield:

: 123748-58-3
(3S)-3,7-dimethyl-oct-6-ene-1,3-diol

: 1528767-73-8
(E)-1-{(3″S)-[3″-(tert-butyldimethylsilanyloxy)-3″,7″-dimethyloct-6″-enyl]-2′,4′-dihydroxyphenyl}-3-(4-hydroxyphenyl)propenone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 12 h / -20 - 20 °C

2.1: toluene-4-sulfonic acid / methanol / 0.5 h / 0 °C

3.1: carbon tetrabromide / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

3.2: 0 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 h / 20 °C

5.1: silica gel supported KHSO₄ / 0.08 h / 72 °C / 3900.39 - 4050.41 Torr / Microwave irradiation

With 2,6-dimethylpyridine; carbon tetrabromide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; 5.1: |Claisen-Schmidt Condensation;
DOI:10.1016/j.tet.2013.11.106