(2E,5E)-methyl 8-(5-((Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-yl)furan-2-yl)octa-2,5-dienoate

Base Information

Chemical Name:(2E,5E)-methyl 8-(5-((Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-yl)furan-2-yl)octa-2,5-dienoate
CAS No.:1610935-62-0
Molecular Formula:C₃₃H₄₀O₄Si
Molecular Weight:528.764
Hs Code.:

Synonyms:(2E,5E)-methyl 8-(5-((Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-yl)furan-2-yl)octa-2,5-dienoate

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Chemical Property of (2E,5E)-methyl 8-(5-((Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-yl)furan-2-yl)octa-2,5-dienoate

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Technology Process of (2E,5E)-methyl 8-(5-((Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-yl)furan-2-yl)octa-2,5-dienoate

There total 11 articles about (2E,5E)-methyl 8-(5-((Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-yl)furan-2-yl)octa-2,5-dienoate 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:

: 237057-62-4
(E)-1-tert-Butyldimethylsilyloxy-6-hydroxy-hex-3-ene

: 1610935-62-0
(2E,5E)-methyl 8-(5-((Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-yl)furan-2-yl)octa-2,5-dienoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 0.17 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C / Inert atmosphere

3.2: 4 h / 0 - 20 °C

4.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 24 h / 20 °C

5.1: Dess-Martin periodane / dichloromethane / 0.67 h / 0 °C

6.1: 24 h / 20 °C

With 1H-imidazole; n-butyllithium; iodine; Dess-Martin periodane; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1021/ol501301w

Reference yield:

: 1610935-57-3
tert-butyl(((Z)-4-(5-((E)-6-((tert-butyldimethylsilyl)oxy)hex-3-en-1-yl)furan-2-yl)but-2-en-1-yl)oxy)diphenylsilane

: 1610935-62-0
(2E,5E)-methyl 8-(5-((Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-yl)furan-2-yl)octa-2,5-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / tetrahydrofuran; water / 24 h / 20 °C

2: Dess-Martin periodane / dichloromethane / 0.67 h / 0 °C

3: 24 h / 20 °C

With Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol501301w

Reference yield:

: 1610935-53-9
(E)-tert-butyl((6-iodohex-3-en-1-yl)oxy)dimethylsilane

: 1610935-62-0
(2E,5E)-methyl 8-(5-((Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-yl)furan-2-yl)octa-2,5-dienoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C / Inert atmosphere

2.2: 4 h / 0 - 20 °C

3.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 24 h / 20 °C

4.1: Dess-Martin periodane / dichloromethane / 0.67 h / 0 °C

5.1: 24 h / 20 °C

With n-butyllithium; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1021/ol501301w