1-tert-butyldimethylsilyloxy-5-methoxy-4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene

Base Information

Chemical Name:1-tert-butyldimethylsilyloxy-5-methoxy-4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene
CAS No.:396718-50-6
Molecular Formula:C₂₁H₃₄O₂Si
Molecular Weight:346.585
Hs Code.:

Synonyms:1-tert-butyldimethylsilyloxy-5-methoxy-4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene

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Chemical Property of 1-tert-butyldimethylsilyloxy-5-methoxy-4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene

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Technology Process of 1-tert-butyldimethylsilyloxy-5-methoxy-4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene

There total 7 articles about 1-tert-butyldimethylsilyloxy-5-methoxy-4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene 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: 88.0%

: 396718-49-3
1-tert-butyldimethylsilyloxy-4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene-5-ol

: 74-88-4
methyl iodide

: 396718-50-6
1-tert-butyldimethylsilyloxy-5-methoxy-4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 4h;
DOI:10.1016/S0040-4020(01)00940-1

Reference yield:

: 329362-93-8
4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene-1,5-diol

: 396718-50-6
1-tert-butyldimethylsilyloxy-5-methoxy-4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / imidazole / tetrahydrofuran / 1 h / 0 - 20 °C

2: 88 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 4 h / 0 - 20 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)00940-1

Reference yield:

: (E)-(2R,3S)-3-Hydroxy-2-methyl-5-phenyl-pent-4-enal

: 396718-50-6
1-tert-butyldimethylsilyloxy-5-methoxy-4-methyl-7-phenyl-(2E,4S,5S,6E)-2,6-heptadiene

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / CH₂Cl₂ / 0.17 h / 0 °C

2: 85 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 0.5 h / -78 °C

3: 82 percent / imidazole / tetrahydrofuran / 1 h / 0 - 20 °C

4: 88 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 4 h / 0 - 20 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)00940-1