(2S,6R)-6-(((2S,3R,6R)-6-(benzyloxy)-2-((((2R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2H-pyran-3(6H)-one

Base Information

Chemical Name:(2S,6R)-6-(((2S,3R,6R)-6-(benzyloxy)-2-((((2R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2H-pyran-3(6H)-one
CAS No.:1385024-29-2
Molecular Formula:C₃₇H₅₆O₁₀Si₂
Molecular Weight:717.017
Hs Code.:

(2S,6R)-6-(((2S,3R,6R)-6-(benzyloxy)-2-((((2R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2H-pyran-3(6H)-one

Synonyms:(2S,6R)-6-(((2S,3R,6R)-6-(benzyloxy)-2-((((2R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2H-pyran-3(6H)-one

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Chemical Property of (2S,6R)-6-(((2S,3R,6R)-6-(benzyloxy)-2-((((2R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2H-pyran-3(6H)-one

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Technology Process of (2S,6R)-6-(((2S,3R,6R)-6-(benzyloxy)-2-((((2R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2H-pyran-3(6H)-one

There total 7 articles about (2S,6R)-6-(((2S,3R,6R)-6-(benzyloxy)-2-((((2R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)oxy)-2-(((tert-butyldimethylsilyl)oxy)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: 72.0%

: 1385024-28-1
(2S,3R,6R)-6-(benzyloxy)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

: 623157-43-7
(2S,6S)-carbonic acid tert-butyl ester 6-(tert-butyl-dimethyl-silanyloxymethyl)-4-oxo-2,3-dihydro-6H-pyran-2-yl ester

: 1385024-29-2
(2S,6R)-6-(((2S,3R,6R)-6-(benzyloxy)-2-((((2R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2H-pyran-3(6H)-one

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In dichloromethane; at 0 ℃; for 6h; diastereoselective reaction;
DOI:10.1021/ja305321e

Reference yield:

: 691371-32-1
2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(2-furanyl)ethanone

: 1385024-29-2
(2S,6R)-6-(((2S,3R,6R)-6-(benzyloxy)-2-((((2R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2H-pyran-3(6H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: (1S,2S)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine-ruthenium(mesitylene); sodium formate; cetyltrimethylammonim bromide / dichloromethane; water / 24 h / Inert atmosphere

2: N-Bromosuccinimide; sodium acetate; sodium hydrogencarbonate / tetrahydrofuran; water / 1 h / 0 °C

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

4: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine / dichloromethane / 6 h / 0 °C

With dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; N-Bromosuccinimide; (1S,2S)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine-ruthenium(mesitylene); sodium formate; sodium acetate; cetyltrimethylammonim bromide; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja305321e

Reference yield:

: 222986-37-0
(S)-2-((tert-butyldimethylsilyl)oxy)-1-(furan-2-yl)ethan-1-ol

: 1385024-29-2
(2S,6R)-6-(((2S,3R,6R)-6-(benzyloxy)-2-((((2R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2H-pyran-3(6H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: N-Bromosuccinimide; sodium acetate; sodium hydrogencarbonate / tetrahydrofuran; water / 1 h / 0 °C

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

3: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine / dichloromethane / 6 h / 0 °C

With dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; N-Bromosuccinimide; sodium acetate; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja305321e