(R)-1-((2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate

Base Information

Chemical Name:(R)-1-((2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate
CAS No.:1610605-67-8
Molecular Formula:C₂₈H₂₈O₈
Molecular Weight:492.526
Hs Code.:

Synonyms:(R)-1-((2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate

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Chemical Property of (R)-1-((2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate

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Technology Process of (R)-1-((2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate

There total 6 articles about (R)-1-((2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate 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: 47.0%

: 1610605-76-9
(R)-1-((2R,3S,4R,5R)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate

: 1610605-67-8
(R)-1-((2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate

Guidance literature:: With titanium tetrachloride; In dichloromethane; at 35 ℃;
DOI:10.1016/j.bmcl.2014.04.050

Reference yield:

: 2595-05-3
Diacetone D-glucose

: 1610605-67-8
(R)-1-((2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / mineral oil; acetonitrile / 1 h / 0 °C / Inert atmosphere

1.2: 4.5 h / 0 °C

2.1: acetic acid / water / 72 h / 20 °C

3.1: pyridine / acetonitrile / 0 - 60 °C

4.1: hydrogenchloride / 1,4-dioxane / 96 h / 20 °C

5.1: titanium tetrachloride / dichloromethane / 35 °C

With pyridine; hydrogenchloride; titanium tetrachloride; sodium hydride; acetic acid; In 1,4-dioxane; dichloromethane; water; acetonitrile; mineral oil;
DOI:10.1016/j.bmcl.2014.04.050

Reference yield:

: 100-39-0
benzyl bromide

: 1610605-67-8
(R)-1-((2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / mineral oil; acetonitrile / 1 h / 0 °C / Inert atmosphere

1.2: 4.5 h / 0 °C

2.1: acetic acid / water / 72 h / 20 °C

3.1: pyridine / acetonitrile / 0 - 60 °C

4.1: hydrogenchloride / 1,4-dioxane / 96 h / 20 °C

5.1: titanium tetrachloride / dichloromethane / 35 °C

With pyridine; hydrogenchloride; titanium tetrachloride; sodium hydride; acetic acid; In 1,4-dioxane; dichloromethane; water; acetonitrile; mineral oil;
DOI:10.1016/j.bmcl.2014.04.050