(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-but-3-enyl]-[1,3]dioxolane

Base Information

Chemical Name:(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-but-3-enyl]-[1,3]dioxolane
CAS No.:921763-72-6
Molecular Formula:C₂₀H₃₀O₄
Molecular Weight:334.456
Hs Code.:

Synonyms:(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-but-3-enyl]-[1,3]dioxolane

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Chemical Property of (S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-but-3-enyl]-[1,3]dioxolane

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Technology Process of (S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-but-3-enyl]-[1,3]dioxolane

There total 1 articles about (S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-but-3-enyl]-[1,3]dioxolane 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: 96.0%

: 824-94-2
p-methoxybenzyl chloride

: 179943-76-1
(1R,2R)-1-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-2-methyl-but-3-en-1-ol

: 921763-72-6
(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-but-3-enyl]-[1,3]dioxolane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 16h; Heating;
DOI:10.1021/ja066663j DOI:10.1016/j.tet.2007.02.058

Reference yield:

: 921763-72-6
(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-but-3-enyl]-[1,3]dioxolane

: 921763-58-8
(2R,3R)-2-(4-methoxy-benzyloxy)-3-methyl-hex-5-ynal

Guidance literature:: Multi-step reaction with 6 steps

1.1: 9-BBN / tetrahydrofuran / 3 h / Heating

1.2: 94 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 17 h / 20 °C

2.1: 89 percent / SO₃*pyridine; DMSO; i-Pr₂NEt / CH₂Cl₂ / 0.5 h / 0 °C

3.1: Ph₃P / CH₂Cl₂ / 0.5 h / cooling

4.1: 11.0 g / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

5.1: 87 percent / AcOH / H₂O / 6 h / 40 °C

6.1: 92 percent / NaIO₄; buffer / tetrahydrofuran / 4 h / pH 7 / cooling

With sodium periodate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; pyridine-SO₃ complex; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1016/j.tet.2007.02.058

Reference yield:

: 921763-72-6
(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-but-3-enyl]-[1,3]dioxolane

: 921763-74-8
(2S,3R,4R)-3-(4-methoxy-benzyloxy)-4-methyl-hept-6-yne-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 9-BBN / tetrahydrofuran / 3 h / Heating

1.2: 94 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 17 h / 20 °C

2.1: 89 percent / SO₃*pyridine; DMSO; i-Pr₂NEt / CH₂Cl₂ / 0.5 h / 0 °C

3.1: Ph₃P / CH₂Cl₂ / 0.5 h / cooling

4.1: 11.0 g / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

5.1: 87 percent / AcOH / H₂O / 6 h / 40 °C

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; pyridine-SO₃ complex; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1016/j.tet.2007.02.058