(2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2,3,4,5-tetrahydro-[2,3']bifuranyl-2',5'-dione

Base Information

Chemical Name:(2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2,3,4,5-tetrahydro-[2,3']bifuranyl-2',5'-dione
CAS No.:71208-16-7
Molecular Formula:C₃₀H₂₈O₇
Molecular Weight:500.548
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2,3,4,5-tetrahydro-[2,3']bifuranyl-2',5'-dione

Chemical Property:

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Technology Process of (2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2,3,4,5-tetrahydro-[2,3']bifuranyl-2',5'-dione

There total 6 articles about (2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2,3,4,5-tetrahydro-[2,3']bifuranyl-2',5'-dione 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:

: 54656-61-0
2,3,5-tri-O-benzyl-α-D-ribofuranosylethyne

: 71208-16-7
(2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2,3,4,5-tetrahydro-[2,3']bifuranyl-2',5'-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / mercury⁽¹¹⁾ chloride / palladium chloride / 21 h / 1520 Torr / Ambient temperature

2: 100 percent / potassium hydroxide / dioxane; H₂O / 24 h

3: 1.31 g / acetic anhydride / 20 h / Ambient temperature

With potassium hydroxide; acetic anhydride; mercury dichloride; palladium dichloride; In 1,4-dioxane; water;
DOI:10.1039/P19810002267

Reference yield:

: 79875-99-3
(2R,3R,4R)-2,3,4,5-tetrakis(benzyloxy)pentanal

: 71208-16-7
(2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2,3,4,5-tetrahydro-[2,3']bifuranyl-2',5'-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) magnesium, ethyl bromide / 1.) THF, 2.) THF, 1 h, 3.) THF, 2 h

2: 42 percent / toluene-p-sulphonyl chloride / pyridine / Ambient temperature

3: 65 percent / mercury⁽¹¹⁾ chloride / palladium chloride / 21 h / 1520 Torr / Ambient temperature

4: 100 percent / potassium hydroxide / dioxane; H₂O / 24 h

5: 1.31 g / acetic anhydride / 20 h / Ambient temperature

With potassium hydroxide; ethyl bromide; acetic anhydride; magnesium; p-toluenesulfonyl chloride; mercury dichloride; palladium dichloride; In 1,4-dioxane; pyridine; water;
DOI:10.1039/P19810002267

Reference yield:

: (4S,5R,6R)-4,5,6,7-Tetrakis-benzyloxy-hept-1-yn-3-ol

: 71208-16-7
(2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2,3,4,5-tetrahydro-[2,3']bifuranyl-2',5'-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / toluene-p-sulphonyl chloride / pyridine / Ambient temperature

2: 65 percent / mercury⁽¹¹⁾ chloride / palladium chloride / 21 h / 1520 Torr / Ambient temperature

3: 100 percent / potassium hydroxide / dioxane; H₂O / 24 h

4: 1.31 g / acetic anhydride / 20 h / Ambient temperature

With potassium hydroxide; acetic anhydride; p-toluenesulfonyl chloride; mercury dichloride; palladium dichloride; In 1,4-dioxane; pyridine; water;
DOI:10.1039/P19810002267