2-[(4R,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]ethan-1-ol

Base Information

Chemical Name:2-[(4R,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]ethan-1-ol
CAS No.:638222-38-5
Molecular Formula:C₁₇H₂₆O₅
Molecular Weight:310.39
Hs Code.:

Synonyms:2-[(4R,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]ethan-1-ol

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Chemical Property of 2-[(4R,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]ethan-1-ol

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Technology Process of 2-[(4R,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]ethan-1-ol

There total 6 articles about 2-[(4R,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]ethan-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: 98.0%

: 638222-30-7
[2-[(4R,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]ethoxy]triisopropylsilane

: 638222-38-5
2-[(4R,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]ethan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ol035848h

Reference yield:

: 80910-01-6,108836-41-5,144069-33-0,134733-19-0
(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane

: 638222-38-5
2-[(4R,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]ethan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; heptane / 0.25 h / 20 °C

1.2: 98 percent / tetrahydrofuran; heptane / 1 h / -10 °C

2.1: 96 percent / iodine; aqueous sodium hydrogen carbonate / acetonitrile / 1 h / 0 °C

3.1: 94 percent / diethylmethoxyborane; sodium borohydride / tetrahydrofuran; methanol / -78 °C

4.1: 99 percent / para-toluenesulfonic acid monohydrate / acetone / 1 h / 0 °C

5.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; diethyl methoxy borane; tetrabutyl ammonium fluoride; iodine; sodium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; n-heptane; acetone; acetonitrile;
DOI:10.1021/ol035848h

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 638222-38-5
2-[(4R,6R)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl[1,3]dioxan-4-yl]ethan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 75 percent / sodium hydride; tetra-n-butylammonium iodide / tetrahydrofuran / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; heptane / 0.25 h / 20 °C

2.2: 98 percent / tetrahydrofuran; heptane / 1 h / -10 °C

3.1: 96 percent / iodine; aqueous sodium hydrogen carbonate / acetonitrile / 1 h / 0 °C

4.1: 94 percent / diethylmethoxyborane; sodium borohydride / tetrahydrofuran; methanol / -78 °C

5.1: 99 percent / para-toluenesulfonic acid monohydrate / acetone / 1 h / 0 °C

6.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; diethyl methoxy borane; tetrabutyl ammonium fluoride; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; n-heptane; acetone; acetonitrile;
DOI:10.1021/ol035848h