((3aR,4R,6S,6aS)-6-((E)-5-(benzyloxy)pent-2-enyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate

Base Information

Chemical Name:((3aR,4R,6S,6aS)-6-((E)-5-(benzyloxy)pent-2-enyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate
CAS No.:1353667-07-8
Molecular Formula:C₂₂H₃₀O₆
Molecular Weight:390.477
Hs Code.:

Synonyms:((3aR,4R,6S,6aS)-6-((E)-5-(benzyloxy)pent-2-enyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate

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Chemical Property of ((3aR,4R,6S,6aS)-6-((E)-5-(benzyloxy)pent-2-enyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate

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Technology Process of ((3aR,4R,6S,6aS)-6-((E)-5-(benzyloxy)pent-2-enyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate

There total 2 articles about ((3aR,4R,6S,6aS)-6-((E)-5-(benzyloxy)pent-2-enyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate 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: 92.0%

: 1353667-11-4
C₁₂H₁₈O₆

: 1353667-12-5
C₁₇H₁₈N₄O₃S

: 1353667-07-8
((3aR,4R,6S,6aS)-6-((E)-5-(benzyloxy)pent-2-enyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at 78 ℃; for 1.5h; optical yield given as %de;
DOI:10.1016/j.tetlet.2011.10.117

Reference yield:

: 174392-13-3
3-(5-O-acetyl-2,3-O-isopropylidene-β-D-ribofuranosyl)prop-1-ene

: 1353667-07-8
((3aR,4R,6S,6aS)-6-((E)-5-(benzyloxy)pent-2-enyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water / 8 h / 20 °C

2: potassium hexamethylsilazane / tetrahydrofuran / 1.5 h / 78 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; potassium hexamethylsilazane; In tetrahydrofuran; 1,4-dioxane; water; 2: Julia Olefin synthesis;
DOI:10.1016/j.tetlet.2011.10.117

Reference yield:

: 1353667-07-8
((3aR,4R,6S,6aS)-6-((E)-5-(benzyloxy)pent-2-enyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate

: 1353667-13-6
C₂₂H₃₂O₆

Guidance literature:: With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; In ethyl acetate; for 1.5h;
DOI:10.1016/j.tetlet.2011.10.117