(3aR,4R,6S,6aS)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole

Base Information

Chemical Name:(3aR,4R,6S,6aS)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole
CAS No.:1352945-24-4
Molecular Formula:C₁₆H₂₂O₄
Molecular Weight:278.348
Hs Code.:

Synonyms:(3aR,4R,6S,6aS)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole

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Chemical Property of (3aR,4R,6S,6aS)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole

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Technology Process of (3aR,4R,6S,6aS)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole

There total 5 articles about (3aR,4R,6S,6aS)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole 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: 96.7%

: 1352945-44-8
C₂₃H₂₈O₇S

: 1352945-24-4
(3aR,4R,6S,6aS)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole

Guidance literature:: C₂₃H₂₈O₇S; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 75 ℃; for 5h; Inert atmosphere;

With water; In tetrahydrofuran; ethyl acetate; at 0 ℃;
DOI:10.1016/j.tetlet.2011.10.076

Reference yield:

: (2R,5S)-2-(benzyloxymethyl)-5-methyltetrahydrofuran-3,4-diol

: 77-76-9
2,2-dimethoxy-propane

: 1352945-24-4
(3aR,4R,6S,6aS)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole

: 1392482-39-1
(3aS,4R,6S,6aR)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole

Guidance literature:: With pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide; at 20 ℃; for 23h; Inert atmosphere;
DOI:10.1039/c2ob25069a

Reference yield:

: 85735-13-3
1,3-diphenyl-2-(2,3-O-isopropylidene-β-D-ribofuranosil)-imidazolidine

: 1352945-24-4
(3aR,4R,6S,6aS)-4-(benzyloxymethyl)-2,2,6-trimethyltetrahydrofuro-[3,4-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C / Inert atmosphere

3.1: pyridine / 20 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 5 h / 0 - 75 °C / Inert atmosphere

4.2: 0 °C

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2011.10.076