((2S,3R,5S,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-octahydro-[2,2']bifuranyl-5-ylmethoxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((2S,3R,5S,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-octahydro-[2,2']bifuranyl-5-ylmethoxy)-tert-butyl-dimethyl-silane
CAS No.:909576-56-3
Molecular Formula:C₃₀H₄₄O₅Si
Molecular Weight:512.762
Hs Code.:

Synonyms:((2S,3R,5S,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-octahydro-[2,2']bifuranyl-5-ylmethoxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((2S,3R,5S,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-octahydro-[2,2']bifuranyl-5-ylmethoxy)-tert-butyl-dimethyl-silane

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Technology Process of ((2S,3R,5S,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-octahydro-[2,2']bifuranyl-5-ylmethoxy)-tert-butyl-dimethyl-silane

There total 8 articles about ((2S,3R,5S,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-octahydro-[2,2']bifuranyl-5-ylmethoxy)-tert-butyl-dimethyl-silane 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: 94.0%

: 909576-55-2
Dithiocarbonic acid O-[(2R,3S,4S,5R,2'S,5'S)-3-benzyloxy-5'-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-4-yl] ester S-methyl ester

: 909576-56-3
((2S,3R,5S,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-octahydro-[2,2']bifuranyl-5-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 90 ℃; for 3h;
DOI:10.1016/j.tetlet.2006.06.049

Reference yield:

: 909576-59-6
(2R,3S,4R)-3-Benzyloxy-4-((2S,5S)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2,4-dihydroxy-butyraldehyde

: 909576-56-3
((2S,3R,5S,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-octahydro-[2,2']bifuranyl-5-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / tetrahydrofuran / 4 h / 20 °C

2.1: HgCl₂ / H₂O / 2 h / 20 °C

2.2: O₂; NaBH₄ / dimethylformamide / 4 h / 20 °C

3.1: 92 percent / imidazole / 5 h / 20 °C

4.1: 93 percent / NaH / tetrahydrofuran / 2 h / 0 °C

5.1: 94 percent / Bu₃SnH; AIBN / toluene / 3 h / 90 °C

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; mercury dichloride; In tetrahydrofuran; water; toluene; 1.1: Wittig reaction;
DOI:10.1016/j.tetlet.2006.06.049

Reference yield:

: 909576-48-3
(1R,2R,3S)-2-Benzyloxy-1-((2S,5S)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-pent-4-ene-1,3-diol

: 909576-56-3
((2S,3R,5S,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-octahydro-[2,2']bifuranyl-5-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: HgCl₂ / H₂O / 2 h / 20 °C

1.2: O₂; NaBH₄ / dimethylformamide / 4 h / 20 °C

2.1: 92 percent / imidazole / 5 h / 20 °C

3.1: 93 percent / NaH / tetrahydrofuran / 2 h / 0 °C

4.1: 94 percent / Bu₃SnH; AIBN / toluene / 3 h / 90 °C

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; mercury dichloride; In tetrahydrofuran; water; toluene;
DOI:10.1016/j.tetlet.2006.06.049