(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxybenzyloxy)-2-methylpent-4-ynyl]-[1,3]dioxolane

Base Information

Chemical Name:(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxybenzyloxy)-2-methylpent-4-ynyl]-[1,3]dioxolane
CAS No.:921763-57-7
Molecular Formula:C₂₁H₃₀O₄
Molecular Weight:346.467
Hs Code.:

Synonyms:(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxybenzyloxy)-2-methylpent-4-ynyl]-[1,3]dioxolane

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Chemical Property of (S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxybenzyloxy)-2-methylpent-4-ynyl]-[1,3]dioxolane

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Technology Process of (S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxybenzyloxy)-2-methylpent-4-ynyl]-[1,3]dioxolane

There total 6 articles about (S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxybenzyloxy)-2-methylpent-4-ynyl]-[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:

: 921763-56-6
(3R,4R)-4-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3-methyl-butan-1-ol

: 921763-57-7
(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxybenzyloxy)-2-methylpent-4-ynyl]-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / SO₃*pyridine; DMSO; i-Pr₂NEt / CH₂Cl₂ / 0.5 h / 0 °C

2: Ph₃P / CH₂Cl₂ / 0.5 h / cooling

3: 11.0 g / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

With n-butyllithium; pyridine-SO₃ complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;
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

: 921763-57-7
(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxybenzyloxy)-2-methylpent-4-ynyl]-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 921763-57-7
(S)-2,2-diethyl-4-[(1R,2R)-1-(4-methoxybenzyloxy)-2-methylpent-4-ynyl]-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / NaH; Bu₄NI / tetrahydrofuran / 16 h / Heating

2.1: 9-BBN / tetrahydrofuran / 3 h / Heating

2.2: 94 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 17 h / 20 °C

3.1: 89 percent / SO₃*pyridine; DMSO; i-Pr₂NEt / CH₂Cl₂ / 0.5 h / 0 °C

4.1: Ph₃P / CH₂Cl₂ / 0.5 h / cooling

5.1: 11.0 g / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; pyridine-SO₃ complex; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.tet.2007.02.058