(2R,3R,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(4-methoxyphenoxymethyl)-3-methyltetrahydrofuran-2-ylmethoxy]dimethylsilane

Base Information

Chemical Name:(2R,3R,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(4-methoxyphenoxymethyl)-3-methyltetrahydrofuran-2-ylmethoxy]dimethylsilane
CAS No.:625822-03-9
Molecular Formula:C₂₈H₄₀Cl₂O₅Si
Molecular Weight:555.614
Hs Code.:

Synonyms:(2R,3R,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(4-methoxyphenoxymethyl)-3-methyltetrahydrofuran-2-ylmethoxy]dimethylsilane

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Chemical Property of (2R,3R,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(4-methoxyphenoxymethyl)-3-methyltetrahydrofuran-2-ylmethoxy]dimethylsilane

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Technology Process of (2R,3R,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(4-methoxyphenoxymethyl)-3-methyltetrahydrofuran-2-ylmethoxy]dimethylsilane

There total 7 articles about (2R,3R,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(4-methoxyphenoxymethyl)-3-methyltetrahydrofuran-2-ylmethoxy]dimethylsilane 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:

: 625822-13-1
(R)-4-[(1S,2S)-1-(4-Methoxy-benzyloxy)-2-methyl-but-3-enyl]-2,2-dimethyl-[1,3]dioxolane

: 625822-03-9
(2R,3R,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(4-methoxyphenoxymethyl)-3-methyltetrahydrofuran-2-ylmethoxy]dimethylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 85 percent / p-TsOH / methanol

2.1: 92 percent / NaH; n-Bu₄NI / dimethylformamide / 20 °C

3.1: 87 percent / iodine / acetonitrile / 3 h / -20 °C

4.1: cesium trifluoroacetate / dimethylformamide / 36 h / 90 °C

4.2: 92 percent / diethylamine / dimethylformamide / 3 h / 20 °C

5.1: 95 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; cesium trifluoroacetate; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo062396o

Reference yield:

: 625822-01-7
(2R,3S,4R,5R)-2-(2,6-dichlorobenzyloxymethyl)-5-iodomethyl-3-(4-methoxybenzyloxy)-4-methyltetrahydrofuran

: 625822-03-9
(2R,3R,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(4-methoxyphenoxymethyl)-3-methyltetrahydrofuran-2-ylmethoxy]dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: cesium trifluoroacetate / dimethylformamide / 36 h / 90 °C

1.2: 92 percent / diethylamine / dimethylformamide / 3 h / 20 °C

2.1: 95 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; cesium trifluoroacetate; In N,N-dimethyl-formamide;
DOI:10.1021/jo062396o

Reference yield:

: 88424-95-7
2,3-O-isopropylidene-1-C-<(1S)-1-methylprop-2-enyl>-D-erythro-glycerol

: 625822-03-9
(2R,3R,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(4-methoxyphenoxymethyl)-3-methyltetrahydrofuran-2-ylmethoxy]dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / NaH / dimethylformamide

2.1: 85 percent / p-TsOH / methanol

3.1: 92 percent / NaH; n-Bu₄NI / dimethylformamide / 20 °C

4.1: 87 percent / iodine / acetonitrile / 3 h / -20 °C

5.1: cesium trifluoroacetate / dimethylformamide / 36 h / 90 °C

5.2: 92 percent / diethylamine / dimethylformamide / 3 h / 20 °C

6.1: 95 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; cesium trifluoroacetate; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo062396o