((2S,6R)-6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

Base Information

Chemical Name:((2S,6R)-6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate
CAS No.:1325653-42-6
Molecular Formula:C₂₆H₃₄O₅S
Molecular Weight:458.619
Hs Code.:

Synonyms:((2S,6R)-6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

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Chemical Property of ((2S,6R)-6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

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Technology Process of ((2S,6R)-6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

There total 4 articles about ((2S,6R)-6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate 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: 83.0%

: 38216-93-2
3-benzyloxypivalic aldehyde

: 1325653-69-7
(2R,3S)-3-(dimethyl(phenyl)silyl)-2-((trimethylsilyl)oxy)pent-4-en-1-yl 2,4,6-trimethylbenzenesulfonate

: 1325653-42-6
((2S,6R)-6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

: (6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; benzene; at -78 ℃; for 3h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol201863b

Reference yield:

: 1325653-68-6
C₁₃H₂₀O₂Si

: 1325653-42-6
((2S,6R)-6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

: (6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; dmap / dichloromethane / 72 h / 20 °C / Inert atmosphere

2: pyridine / tetrahydrofuran / 12 h / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane; benzene / 3 h / -78 °C / Inert atmosphere

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/ol201863b

Reference yield:

: 1350890-03-7
C₂₂H₃₀O₄SSi

: 1325653-42-6
((2S,6R)-6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

: (6-(1-(benzyloxy)-2-methylpropan-2-yl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / tetrahydrofuran / 12 h / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane; benzene / 3 h / -78 °C / Inert atmosphere

With pyridine; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/ol201863b