(2R,3R,4S,5R,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-5-hydroxymethyl-octahydro-[2,2']bifuranyl-4-ol

Base Information

Chemical Name:(2R,3R,4S,5R,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-5-hydroxymethyl-octahydro-[2,2']bifuranyl-4-ol
CAS No.:909576-53-0
Molecular Formula:C₂₄H₃₀O₆
Molecular Weight:414.499
Hs Code.:

Synonyms:(2R,3R,4S,5R,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-5-hydroxymethyl-octahydro-[2,2']bifuranyl-4-ol

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Chemical Property of (2R,3R,4S,5R,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-5-hydroxymethyl-octahydro-[2,2']bifuranyl-4-ol

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Technology Process of (2R,3R,4S,5R,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-5-hydroxymethyl-octahydro-[2,2']bifuranyl-4-ol

There total 5 articles about (2R,3R,4S,5R,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-5-hydroxymethyl-octahydro-[2,2']bifuranyl-4-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:

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

: 909576-53-0
(2R,3R,4S,5R,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-5-hydroxymethyl-octahydro-[2,2']bifuranyl-4-ol

Guidance literature:: (1R,2R,3S)-2-Benzyloxy-1-((2S,5S)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-pent-4-ene-1,3-diol; With mercury dichloride; In water; at 20 ℃; for 2h;

With sodium tetrahydroborate; oxygen; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
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

: 909576-53-0
(2R,3R,4S,5R,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-5-hydroxymethyl-octahydro-[2,2']bifuranyl-4-ol

Guidance literature:: Multi-step reaction with 2 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

With mercury dichloride; In tetrahydrofuran; water; 1.1: Wittig reaction;
DOI:10.1016/j.tetlet.2006.06.049

Reference yield:

: 909576-49-4
(3aR,5R,6S,6aR)-6-Benzyloxy-5-((2S,5S)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

: 909576-53-0
(2R,3R,4S,5R,2'S,5'S)-3-Benzyloxy-5'-benzyloxymethyl-5-hydroxymethyl-octahydro-[2,2']bifuranyl-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / H₂SO₄ / acetic acid; H₂O / 7 h / 80 °C

2.1: 88 percent / tetrahydrofuran / 4 h / 20 °C

3.1: HgCl₂ / H₂O / 2 h / 20 °C

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

With sulfuric acid; mercury dichloride; In tetrahydrofuran; water; acetic acid; 2.1: Wittig reaction;
DOI:10.1016/j.tetlet.2006.06.049