trans-1-(benzyloxy)-5-(t-butyldimethylsilyloxy)-2-pentene

Base Information

Chemical Name:trans-1-(benzyloxy)-5-(t-butyldimethylsilyloxy)-2-pentene
CAS No.:171857-02-6
Molecular Formula:C₁₈H₃₀O₂Si
Molecular Weight:306.521
Hs Code.:

Synonyms:trans-1-(benzyloxy)-5-(t-butyldimethylsilyloxy)-2-pentene

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Chemical Property of trans-1-(benzyloxy)-5-(t-butyldimethylsilyloxy)-2-pentene

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Technology Process of trans-1-(benzyloxy)-5-(t-butyldimethylsilyloxy)-2-pentene

There total 4 articles about trans-1-(benzyloxy)-5-(t-butyldimethylsilyloxy)-2-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: 70.0%

: 100-39-0
benzyl bromide

: 86462-75-1
(E)-5-(tert-butyldimethylsilanyloxy)pent-2-en-1-ol

: 171857-02-6
trans-1-(benzyloxy)-5-(t-butyldimethylsilyloxy)-2-pentene

Guidance literature:: (E)-5-(tert-butyldimethylsilanyloxy)pent-2-en-1-ol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.166667h;

benzyl bromide; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1002/anie.201107317

Reference yield:

: 73842-99-6
3-tert-butyldimethylsilyloxy-1-propanol

: 171857-02-6
trans-1-(benzyloxy)-5-(t-butyldimethylsilyloxy)-2-pentene

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.82 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 4 h

3.1: diisobutylaluminium hydride / tetrahydrofuran / 2 h / 0 °C

4.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C

4.2: 0 - 20 °C

With pyridine; oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201107317

Reference yield:

: 89922-82-7
3-(tert-butyldimethylsilanyloxy)propionaldehyde

: 171857-02-6
trans-1-(benzyloxy)-5-(t-butyldimethylsilyloxy)-2-pentene

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 4 h

2.1: diisobutylaluminium hydride / tetrahydrofuran / 2 h / 0 °C

3.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C

3.2: 0 - 20 °C

With sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran;
DOI:10.1002/anie.201107317