(E)-3-(benzyloxy)methoxy-6-hydroxymethyl-2-trimethylsilyl-octa-1,6-diene

Base Information

Chemical Name:(E)-3-(benzyloxy)methoxy-6-hydroxymethyl-2-trimethylsilyl-octa-1,6-diene
CAS No.:886976-24-5
Molecular Formula:C₂₀H₃₂O₃Si
Molecular Weight:348.558
Hs Code.:

Synonyms:(E)-3-(benzyloxy)methoxy-6-hydroxymethyl-2-trimethylsilyl-octa-1,6-diene

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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)-3-(benzyloxy)methoxy-6-hydroxymethyl-2-trimethylsilyl-octa-1,6-diene

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Technology Process of (E)-3-(benzyloxy)methoxy-6-hydroxymethyl-2-trimethylsilyl-octa-1,6-diene

There total 9 articles about (E)-3-(benzyloxy)methoxy-6-hydroxymethyl-2-trimethylsilyl-octa-1,6-diene 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: 82.0%

: 886976-23-4
(E)-3-(benzyloxy)methoxy-6-(tert-butyldimethylsilyloxymethyl)-2-trimethylsilylocta-1,6-diene

: 886976-24-5
(E)-3-(benzyloxy)methoxy-6-hydroxymethyl-2-trimethylsilyl-octa-1,6-diene

Guidance literature:: With methanol; toluene-4-sulfonic acid; for 0.5h;
DOI:10.1021/ol0602506

Reference yield:

: 886976-22-3
4-(tert-butyl-dimethyl-silanyloxymethyl)-hex-4-enal

: 886976-24-5
(E)-3-(benzyloxy)methoxy-6-hydroxymethyl-2-trimethylsilyl-octa-1,6-diene

Guidance literature:: Multi-step reaction with 3 steps

1.1: tert-butyllithium / diethyl ether; pentane / 2.5 h / -78 °C

1.2: diethyl ether; pentane / 0.5 h / -78 - 0 °C

2.1: 86 percent / tetrabutylammonium iodide; N,N-diisopropylethylamine / tetrahydrofuran / 2 h / Heating

3.1: 82 percent / p-toluenesulfonic acid hydrate; methanol / 0.5 h

With methanol; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1021/ol0602506

Reference yield:

: 886976-21-2
(E)-4-(hydroxymethyl)-hex-4-enoic acid ethyl ester

: 886976-24-5
(E)-3-(benzyloxy)methoxy-6-hydroxymethyl-2-trimethylsilyl-octa-1,6-diene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 87 percent / imidazole / CH₂Cl₂ / 1 h / 0 °C

2.1: 89 percent / lithium aluminum hydride / tetrahydrofuran / 0.75 h / -78 - 0 °C

3.1: 97 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / 0.92 h / -78 - 20 °C

4.1: tert-butyllithium / diethyl ether; pentane / 2.5 h / -78 °C

4.2: diethyl ether; pentane / 0.5 h / -78 - 0 °C

5.1: 86 percent / tetrabutylammonium iodide; N,N-diisopropylethylamine / tetrahydrofuran / 2 h / Heating

6.1: 82 percent / p-toluenesulfonic acid hydrate; methanol / 0.5 h

With 1H-imidazole; methanol; lithium aluminium tetrahydride; oxalyl dichloride; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; 3.1: Swern oxidation;
DOI:10.1021/ol0602506