(2S,6R)-6-(((2R,3S,6S)-6-(benzyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-2H-pyran-3(6H)-one

Base Information

Chemical Name:(2S,6R)-6-(((2R,3S,6S)-6-(benzyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-2H-pyran-3(6H)-one
CAS No.:1385024-13-4
Molecular Formula:C₁₉H₂₂O₅
Molecular Weight:330.381
Hs Code.:

Synonyms:(2S,6R)-6-(((2R,3S,6S)-6-(benzyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-2H-pyran-3(6H)-one

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Chemical Property of (2S,6R)-6-(((2R,3S,6S)-6-(benzyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-2H-pyran-3(6H)-one

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Technology Process of (2S,6R)-6-(((2R,3S,6S)-6-(benzyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-2H-pyran-3(6H)-one

There total 5 articles about (2S,6R)-6-(((2R,3S,6S)-6-(benzyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-2H-pyran-3(6H)-one 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: 80.0%

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

: 171599-47-6
(2R,3S,6S)-6-(benzyloxy)-3,6-dihydro-2-methyl-2H-pyran-3-ol

: 1385024-13-4
(2S,6R)-6-(((2R,3S,6S)-6-(benzyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-2H-pyran-3(6H)-one

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In dichloromethane; at 0 ℃; for 3h; diastereoselective reaction;
DOI:10.1021/ja305321e

Reference yield:

: 247244-64-0
(2R)-6-hydroxy-2-methyl-2H-pyran-3-(6H)-one

: 1385024-13-4
(2S,6R)-6-(((2R,3S,6S)-6-(benzyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-2H-pyran-3(6H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: dmap / dichloromethane / 5 h / -78 °C

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

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

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

With dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; triphenylphosphine; In methanol; dichloromethane;
DOI:10.1021/ja305321e

Reference yield:

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

: 1385024-13-4
(2S,6R)-6-(((2R,3S,6S)-6-(benzyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)-2-methyl-2H-pyran-3(6H)-one

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; triphenylphosphine; In methanol; dichloromethane;
DOI:10.1021/ja305321e