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

Base Information

Chemical Name:(3R,4R)-4-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3-methyl-butan-1-ol
CAS No.:921763-56-6
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:

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

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Chemical Property of (3R,4R)-4-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3-methyl-butan-1-ol

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Technology Process of (3R,4R)-4-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3-methyl-butan-1-ol

There total 2 articles about (3R,4R)-4-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3-methyl-butan-1-ol 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:

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

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

Guidance literature:: Multi-step reaction with 2 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

With 9-borabicyclo[3.3.1]nonane dimer; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;
DOI:10.1016/j.tet.2007.02.058

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

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

Guidance literature:: Multi-step reaction with 2 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

With 9-borabicyclo[3.3.1]nonane dimer; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;
DOI:10.1016/j.tet.2007.02.058

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

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

Guidance literature:: Multi-step reaction with 5 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

4: 87 percent / AcOH / H₂O / 6 h / 40 °C

5: 92 percent / NaIO₄; buffer / tetrahydrofuran / 4 h / pH 7 / cooling

With sodium periodate; 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