(3E,2R)-1-(4-methoxybenzyloxy)-2-methyl-8-(trimethylsilyloxy)-oct-3-en-7-yne

Base Information

Chemical Name:(3E,2R)-1-(4-methoxybenzyloxy)-2-methyl-8-(trimethylsilyloxy)-oct-3-en-7-yne
CAS No.:856190-90-4
Molecular Formula:C₂₀H₃₀O₂Si
Molecular Weight:330.543
Hs Code.:

Synonyms:(3E,2R)-1-(4-methoxybenzyloxy)-2-methyl-8-(trimethylsilyloxy)-oct-3-en-7-yne

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Chemical Property of (3E,2R)-1-(4-methoxybenzyloxy)-2-methyl-8-(trimethylsilyloxy)-oct-3-en-7-yne

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Technology Process of (3E,2R)-1-(4-methoxybenzyloxy)-2-methyl-8-(trimethylsilyloxy)-oct-3-en-7-yne

There total 5 articles about (3E,2R)-1-(4-methoxybenzyloxy)-2-methyl-8-(trimethylsilyloxy)-oct-3-en-7-yne 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:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 856190-90-4
(3E,2R)-1-(4-methoxybenzyloxy)-2-methyl-8-(trimethylsilyloxy)-oct-3-en-7-yne

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / CH₂Cl₂ / 48 h / 20 °C

2: 93 percent / DIBAL-H / toluene / 1.5 h / -78 °C

3: 95 percent / PPh₃; CBr₄ / CH₂Cl₂ / 0.5 h / 0 °C

4: 88 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

With n-butyllithium; carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; toluene; 1: Wittig reaction;
DOI:10.1002/anie.200500174

Reference yield:

: 136320-64-4
(2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol

: 856190-90-4
(3E,2R)-1-(4-methoxybenzyloxy)-2-methyl-8-(trimethylsilyloxy)-oct-3-en-7-yne

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 98 percent / CH₂Cl₂ / 48 h / 20 °C

3: 93 percent / DIBAL-H / toluene / 1.5 h / -78 °C

4: 95 percent / PPh₃; CBr₄ / CH₂Cl₂ / 0.5 h / 0 °C

5: 88 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

With n-butyllithium; oxalyl dichloride; carbon tetrabromide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; toluene; 1: Swern oxidation / 2: Wittig reaction;
DOI:10.1002/anie.200500174

Reference yield:

: 143236-59-3
2-[(S)-3-(4-Methoxy-benzyloxy)-2-methyl-propoxy]-tetrahydro-pyran

: 856190-90-4
(3E,2R)-1-(4-methoxybenzyloxy)-2-methyl-8-(trimethylsilyloxy)-oct-3-en-7-yne

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / Amberlit IR-120 H⁺ form / methanol / 6 h / 20 °C

2: 97 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

3: 98 percent / CH₂Cl₂ / 48 h / 20 °C

4: 93 percent / DIBAL-H / toluene / 1.5 h / -78 °C

5: 95 percent / PPh₃; CBr₄ / CH₂Cl₂ / 0.5 h / 0 °C

6: 88 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

With n-butyllithium; oxalyl dichloride; carbon tetrabromide; Amberlit IR-120 H⁺ form; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; 2: Swern oxidation / 3: Wittig reaction;
DOI:10.1002/anie.200500174