(R)-2-(benzyloxy)-1-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethan-1-ol

Base Information

Chemical Name:(R)-2-(benzyloxy)-1-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethan-1-ol
CAS No.:78784-99-3
Molecular Formula:C₁₆H₂₂O₅
Molecular Weight:294.348
Hs Code.:

Synonyms:(R)-2-(benzyloxy)-1-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethan-1-ol

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Chemical Property of (R)-2-(benzyloxy)-1-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethan-1-ol

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Technology Process of (R)-2-(benzyloxy)-1-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethan-1-ol

There total 8 articles about (R)-2-(benzyloxy)-1-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethan-1-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: 94.0%

: 4005-46-3,4494-96-6,22248-87-9,142941-40-0
3-deoxy-1,2-O-isopropylidene-D-glucose

: 100-39-0
benzyl bromide

: 78784-99-3
(R)-2-(benzyloxy)-1-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethan-1-ol

Guidance literature:: 3-deoxy-1,2-O-isopropylidene-D-glucose; With di(n-butyl)tin oxide; In toluene; for 5h; Heating;

benzyl bromide; With tetrabutylammomium bromide; In toluene; at 90 ℃;
DOI:10.1021/jm031106i

Reference yield: 79.0%

: 2457-93-4
(3aR,5S,6aR)-2,2-dimethyl-5-[(2R)-oxiran-2-yl]-3a,5,6,6a-tetrahydrofuro[2,3-d] [1,3]dioxole

: 100-51-6,185532-71-2
benzyl alcohol

: 78784-99-3
(R)-2-(benzyloxy)-1-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethan-1-ol

Guidance literature:: With sodium hydride; In 1,2-dimethoxyethane; mineral oil; at 0 - 60 ℃; for 4h; Inert atmosphere;

Reference yield:

: 16667-96-2
1,2,5,6-di-O-isopropylidene-α-D-glucofuranose-3-O-(S-methylxanthate)

: 78784-99-3
(R)-2-(benzyloxy)-1-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 6 h / 120 °C / Inert atmosphere

2: acetic acid / water / 16 h / 20 °C

3: pyridine / Petroleum ether / 12 h / 0 - 20 °C

4: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5: sodium hydride / mineral oil; 1,2-dimethoxyethane / 4 h / 0 - 60 °C / Inert atmosphere

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium hexamethylsilazane; sodium hydride; acetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; water; toluene; mineral oil; Petroleum ether;