5-(6-tert-butyldimethylsilyloxy-2,4-dimethoxyphenyl)-4-hydroxy-4-(4-methoxyphenyl)-1-pentene

Base Information

Chemical Name:5-(6-tert-butyldimethylsilyloxy-2,4-dimethoxyphenyl)-4-hydroxy-4-(4-methoxyphenyl)-1-pentene
CAS No.:275816-90-5
Molecular Formula:C₂₆H₃₈O₅Si
Molecular Weight:458.67
Hs Code.:

Synonyms:5-(6-tert-butyldimethylsilyloxy-2,4-dimethoxyphenyl)-4-hydroxy-4-(4-methoxyphenyl)-1-pentene

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Chemical Property of 5-(6-tert-butyldimethylsilyloxy-2,4-dimethoxyphenyl)-4-hydroxy-4-(4-methoxyphenyl)-1-pentene

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Technology Process of 5-(6-tert-butyldimethylsilyloxy-2,4-dimethoxyphenyl)-4-hydroxy-4-(4-methoxyphenyl)-1-pentene

There total 8 articles about 5-(6-tert-butyldimethylsilyloxy-2,4-dimethoxyphenyl)-4-hydroxy-4-(4-methoxyphenyl)-1-pentene 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: 96.0%

: 275816-89-2
3-(6-tert-butyldimethylsilyloxy-2,4-dimethoxyphenyl)-1-(4-methoxyphenyl)-1-ethanone

: 1730-25-2
allylmagnesium bromide

: 275816-90-5
5-(6-tert-butyldimethylsilyloxy-2,4-dimethoxyphenyl)-4-hydroxy-4-(4-methoxyphenyl)-1-pentene

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h;
DOI:10.3987/com-99-8839

Reference yield:

: 104-92-7
1-bromo-4-methoxy-benzene

: 275816-90-5
5-(6-tert-butyldimethylsilyloxy-2,4-dimethoxyphenyl)-4-hydroxy-4-(4-methoxyphenyl)-1-pentene

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / magnesium / tetrahydrofuran / 1.5 h / -78 °C

2: 80 percent / tetra-n-propylammonium perruthenate; NMO; 4 Angstroem MS / CH₂Cl₂ / 20 h / 20 °C

3: 96 percent / tetrahydrofuran; diethyl ether / 2 h / -78 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 Angstroem MS; magnesium; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Grignard reaction / 2: Oxidation / 3: Grignard reaction;
DOI:10.3987/com-99-8839

Reference yield:

: 32977-07-4
2-allyl-3,5-dimethoxyphenol

: 275816-90-5
5-(6-tert-butyldimethylsilyloxy-2,4-dimethoxyphenyl)-4-hydroxy-4-(4-methoxyphenyl)-1-pentene

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / imidazole / dimethylformamide / 1 h / 20 °C

2: 100 percent / aq. OsO₄; NMO / tetrahydrofuran / 2.5 h / 20 °C

3: 100 percent / aq. NaIO₄ / CH₂Cl₂ / 9 h / 0 °C

4: 84 percent / magnesium / tetrahydrofuran / 1.5 h / -78 °C

5: 80 percent / tetra-n-propylammonium perruthenate; NMO; 4 Angstroem MS / CH₂Cl₂ / 20 h / 20 °C

6: 96 percent / tetrahydrofuran; diethyl ether / 2 h / -78 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 Angstroem MS; magnesium; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Oxidation / 3: Oxidation / 4: Grignard reaction / 5: Oxidation / 6: Grignard reaction;
DOI:10.3987/com-99-8839