3,5-di(benzyloxy)-2-(4-methylphenylsulfonyloxymethyl)-(2S,3R,3aS,6aR)-perhydrofuro[3,2-b]furan

Base Information

Chemical Name:3,5-di(benzyloxy)-2-(4-methylphenylsulfonyloxymethyl)-(2S,3R,3aS,6aR)-perhydrofuro[3,2-b]furan
CAS No.:1373612-94-2
Molecular Formula:C₂₈H₃₀O₇S
Molecular Weight:510.608
Hs Code.:

Synonyms:3,5-di(benzyloxy)-2-(4-methylphenylsulfonyloxymethyl)-(2S,3R,3aS,6aR)-perhydrofuro[3,2-b]furan

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Chemical Property of 3,5-di(benzyloxy)-2-(4-methylphenylsulfonyloxymethyl)-(2S,3R,3aS,6aR)-perhydrofuro[3,2-b]furan

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Technology Process of 3,5-di(benzyloxy)-2-(4-methylphenylsulfonyloxymethyl)-(2S,3R,3aS,6aR)-perhydrofuro[3,2-b]furan

There total 8 articles about 3,5-di(benzyloxy)-2-(4-methylphenylsulfonyloxymethyl)-(2S,3R,3aS,6aR)-perhydrofuro[3,2-b]furan 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: 95.0%

: C₁₄H₁₈O₇S

: 100-39-0
benzyl bromide

: 1373612-94-2
3,5-di(benzyloxy)-2-(4-methylphenylsulfonyloxymethyl)-(2S,3R,3aS,6aR)-perhydrofuro[3,2-b]furan

Guidance literature:: C₁₄H₁₈O₇S; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.25h; Cooling;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h;
DOI:10.1016/j.carres.2012.01.018

Reference yield:

: 1373612-88-4
2,2-dimethyl-4-(4-methylphenylsulfonyloxymethyl)-6-vinyl-(3aR,4S,6aS)-perhydrofuro[3,4-d][1,3]dioxole

: 1373612-94-2
3,5-di(benzyloxy)-2-(4-methylphenylsulfonyloxymethyl)-(2S,3R,3aS,6aR)-perhydrofuro[3,2-b]furan

Guidance literature:: Multi-step reaction with 3 steps

1.1: sulfuric acid; water / 1,4-dioxane / 2 h / 80 °C

2.1: oxygen; copper(l) chloride; palladium dichloride / water; N,N-dimethyl-formamide / 4 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / Cooling

3.2: 1 h / 0 °C

With sulfuric acid; water; oxygen; sodium hydride; copper(l) chloride; palladium dichloride; In 1,4-dioxane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.carres.2012.01.018

Reference yield:

: 7757-38-2,14131-84-1,23262-78-4,27108-13-0,33823-04-0,34685-42-2,57819-52-0,78039-08-4,78039-12-0,78964-16-6,94842-76-9,149342-31-4
2,3,5,6-di-O-isopropylidene-D-mannofuranose

: 1373612-94-2
3,5-di(benzyloxy)-2-(4-methylphenylsulfonyloxymethyl)-(2S,3R,3aS,6aR)-perhydrofuro[3,2-b]furan

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 10 °C

1.2: 10 - 20 °C

2.1: pyridine; dmap / 3.5 h / 0 - 20 °C

3.1: bismuth(III) chloride / dichloromethane / 2 h / 20 °C

4.1: 1H-imidazole; iodine; triphenylphosphine / toluene / Heating

5.1: sulfuric acid; water / 1,4-dioxane / 2 h / 80 °C

6.1: oxygen; copper(l) chloride; palladium dichloride / water; N,N-dimethyl-formamide / 4 h / 20 °C

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / Cooling

7.2: 1 h / 0 °C

With pyridine; 1H-imidazole; dmap; bismuth(III) chloride; sulfuric acid; potassium tert-butylate; water; iodine; oxygen; sodium hydride; triphenylphosphine; copper(l) chloride; palladium dichloride; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1016/j.carres.2012.01.018