(2R,3S,6R)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

Base Information

Chemical Name:(2R,3S,6R)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol
CAS No.:1428345-57-6
Molecular Formula:C₂₅H₃₆O₉
Molecular Weight:480.555
Hs Code.:

(2R,3S,6R)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

Synonyms:(2R,3S,6R)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

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Chemical Property of (2R,3S,6R)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

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Technology Process of (2R,3S,6R)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

There total 5 articles about (2R,3S,6R)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-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: 90.0%

: 1428345-55-4
(2R,6S)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-2H-pyran-3(6H)-one

: 1428345-57-6
(2R,3S,6R)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; dichloromethane; at -78 ℃; for 2h;
DOI:10.1016/j.tet.2013.02.073

Reference yield:

: 679412-06-7
tert-butyl ((2R,6R)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate

: 1428345-57-6
(2R,3S,6R)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine / dichloromethane / 4 h / 0 °C / Inert atmosphere

2: sodium tetrahydroborate; cerium(III) chloride / dichloromethane; methanol / 2 h / -78 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; cerium(III) chloride; triphenylphosphine; In methanol; dichloromethane; 2: |Luche Cerium Reduction;
DOI:10.1016/j.tet.2013.02.073

Reference yield:

: 1192-62-7,80145-44-4
1-(2-furyl)-1-ethanone

: 1428345-57-6
(2R,3S,6R)-6-(((2R,3R,4αS,5S,7R,8R,8αR)-7-(benzyloxy)-2,3-dimethoxy-2,3,5-trimethylhexahydro-2H-pyrano[3,4b]-[1,4]-dioxin-8-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: sodium formate

2: N-Bromosuccinimide / water

3: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine / dichloromethane / 4 h / 0 °C / Inert atmosphere

4: sodium tetrahydroborate; cerium(III) chloride / dichloromethane; methanol / 2 h / -78 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; N-Bromosuccinimide; cerium(III) chloride; sodium formate; triphenylphosphine; In methanol; dichloromethane; water; 1: |Noyori Asymmetric Hydrogenation / 2: |Achmatowicz Reaction / 4: |Luche Cerium Reduction;
DOI:10.1016/j.tet.2013.02.073