(2S,3R,4R,5S,6R)-2-(4-chloro-3-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-2-(4-chloro-3-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol
CAS No.:1415471-06-5
Molecular Formula:C₂₁H₂₃ClO₇
Molecular Weight:422.862
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-2-(4-chloro-3-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (2S,3R,4R,5S,6R)-2-(4-chloro-3-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (2S,3R,4R,5S,6R)-2-(4-chloro-3-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol

There total 5 articles about (2S,3R,4R,5S,6R)-2-(4-chloro-3-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol 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: 33.0%

: 6-(2-chloro-5-(2S,3S,4R,5R ,6R)-3,4,5-trisfbenzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl-benzyl-2,3-dihydrobenzo[b][1 ,4]dioxine

: 1415471-06-5
(2S,3R,4R,5S,6R)-2-(4-chloro-3-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: With boron trichloride; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield:

: 1259018-17-1
(2R₃R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)tetrahydro-2H-pyran

: 1415471-06-5
(2S,3R,4R,5S,6R)-2-(4-chloro-3-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; acetone / 20 °C / Cooling with ice

2: boron trichloride / dichloromethane / 0.5 h / 0 °C

With bis-triphenylphosphine-palladium(II) chloride; boron trichloride; potassium carbonate; In dichloromethane; water; acetone;

Reference yield:

: 2-chloro-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzyl benzoate

: 1415471-06-5
(2S,3R,4R,5S,6R)-2-(4-chloro-3-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 4 steps

1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol / 15 h / 20 °C

2: pyridine; phosphorus tribromide / diethyl ether / 15 h / 0 - 20 °C

3: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; acetone / 20 °C / Cooling with ice

4: boron trichloride / dichloromethane / 0.5 h / 0 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide monohydrate; boron trichloride; phosphorus tribromide; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone;