(2S,3R,4R,5R,6S)-2-(((2S,3R,4S,5R,6S)-6-(((2R,3S,4R,5S,6S)-6-(benzyloxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4R,5R,6S)-2-(((2S,3R,4S,5R,6S)-6-(((2R,3S,4R,5S,6S)-6-(benzyloxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol
CAS No.:1385024-22-5
Molecular Formula:C₂₅H₃₈O₁₃
Molecular Weight:546.569
Hs Code.:

(2S,3R,4R,5R,6S)-2-(((2S,3R,4S,5R,6S)-6-(((2R,3S,4R,5S,6S)-6-(benzyloxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol

Synonyms:(2S,3R,4R,5R,6S)-2-(((2S,3R,4S,5R,6S)-6-(((2R,3S,4R,5S,6S)-6-(benzyloxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (2S,3R,4R,5R,6S)-2-(((2S,3R,4S,5R,6S)-6-(((2R,3S,4R,5S,6S)-6-(benzyloxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (2S,3R,4R,5R,6S)-2-(((2S,3R,4S,5R,6S)-6-(((2R,3S,4R,5S,6S)-6-(benzyloxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol

There total 9 articles about (2S,3R,4R,5R,6S)-2-(((2S,3R,4S,5R,6S)-6-(((2R,3S,4R,5S,6S)-6-(benzyloxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-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: 84.0%

: 1385024-21-4
(2S,3R,6S)-6-(((2S,3R,6S)-6-(((2R,3S,6S)-6-(benzyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

: 1385024-22-5
(2S,3R,4R,5R,6S)-2-(((2S,3R,4S,5R,6S)-6-(((2R,3S,4R,5S,6S)-6-(benzyloxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; tert-butyl alcohol; at 0 ℃; for 12h; diastereoselective reaction;
DOI:10.1021/ja305321e

Reference yield:

: 247244-65-1
L-aculose

: 1385024-22-5
(2S,3R,4R,5R,6S)-2-(((2S,3R,4S,5R,6S)-6-(((2R,3S,4R,5S,6S)-6-(benzyloxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 4 steps

1: dmap / dichloromethane / 1 h / -78 °C

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

3: sodium tetrahydroborate / methanol / 3 h / -78 °C

4: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 12 h / 0 °C

With dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; triphenylphosphine; In methanol; dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/ja305321e

Reference yield:

: 865484-73-7
tert-butyl ((2S,6S)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate

: 1385024-22-5
(2S,3R,4R,5R,6S)-2-(((2S,3R,4S,5R,6S)-6-(((2R,3S,4R,5S,6S)-6-(benzyloxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 3 steps

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

2: sodium tetrahydroborate / methanol / 3 h / -78 °C

3: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 12 h / 0 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; triphenylphosphine; In methanol; dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/ja305321e